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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Ruthenium Alkynyl Complexes in Non-Linear Optics*

Mark G. Humphrey
+ Author Affiliations
- Author Affiliations

Research School of Chemistry, Australian National University, Canberra, ACT 2601, Australia. Email: mark.humphrey@anu.edu.au

Australian Journal of Chemistry 71(10) 731-742 https://doi.org/10.1071/CH18325
Submitted: 6 July 2018  Accepted: 3 August 2018   Published: 3 September 2018

Abstract

Non-linear optical (NLO) materials are able to modify the propagation characteristics of light. Such materials have a range of potential applications in advanced technologies and are therefore of considerable interest. This account summarizes the development of one class of organometallics as potential NLO materials, namely ruthenium alkynyl complexes. These are available in high yields by straightforward synthetic procedures and have good thermal and environmental stability. In studies ranging from small molecules (molecular weights ~1000) to second-generation dendrimers (with molecular weights of more than 20000), the author’s group and collaborators have assayed the NLO effects in complexes with a variety of ‘multipolar’ charge distributions (dipolar, quadrupolar, octupolar), revealing that ruthenium alkynyl complexes can be engineered to display record and near-record values of the parameters responsible for various interesting NLO effects. In particular, recent studies driven by the current focus on optimizing molecular multiphoton absorption cross-sections have afforded several examples with world-record values of these key coefficients. The author’s group has also shown that the fully reversible redox processes undergone by many ruthenium alkynyl complexes are a distinctive feature that can be exploited to afford molecular NLO switches, because the different and reversibly accessible redox forms of the complexes exhibit measurably different NLO responses. This unique type of switching has been extended in two ways to afford molecular switches with multiple accessible NLO states. First, ruthenium alkynyl complexes have been subjected to various ‘orthogonal’ (independent) switching stimuli (specifically oxidation–reduction, protonation–deprotonation, and photoisomerization), affording complexes that function as NLO switches with up to six distinct NLO states. Second, heterobimetallic complexes coupling ruthenium alkynyl and iron alkynyl centres have been prepared that exhibit multiple redox-accessible NLO states.


References

[1]     (a) The Principles of Nonlinear Optics (Ed. Y. R. Shen) 1984 (Wiley: New York, NY).
         (b) The Elements of Nonlinear Optics (Eds P. N. Butcher, D. Cotter) 1990 (Cambridge University Press: New York, NY).
         (c) Nonlinear Optics (Ed. R. W. Boyd) 1992 (Academic Press: New York, NY).
         (d) Handbook of Nonlinear Optics (Ed. R. L. Sutherland) 1996 (Marcel Dekker: New York, NY).

[2]  (a) I. R. Whittall, M. P. Cifuentes, M. J. Costigan, M. G. Humphrey, S. C. Goh, B. W. Skelton, A. H. White, J. Organomet. Chem. 1994, 471, 193.
         | Crossref | GoogleScholarGoogle Scholar |
      (b) M. P. Cifuentes, J. Driver, M. G. Humphrey, I. Asselberghs, A. Persoons, M. Samoc, B. Luther-Davies, J. Organomet. Chem. 2000, 607, 72.
         | Crossref | GoogleScholarGoogle Scholar |

[3]  I. R. Whittall, M. G. Humphrey, M. Samoc, B. Luther-Davies, D. C. R. Hockless, J. Organomet. Chem. 1997, 544, 189.
         | Crossref | GoogleScholarGoogle Scholar |

[4]  K. Clays, A. Persoons, Rev. Sci. Instrum. 1992, 63, 3285.
         | Crossref | GoogleScholarGoogle Scholar |

[5]  M. Sheik-Bahae, A. A. Said, T. Wei, D. J. Hagan, E. W. van Stryland, IEEE J. Quantum Electron. 1990, 26, 760.
         | Crossref | GoogleScholarGoogle Scholar |

[6]  See for example: C. C. Frazier, M. A. Harvey, M. P. Cockerham, H. M. Hand, E. A. Chauchard, C. H. Lee, J. Phys. Chem. 1986, 90, 5703.
         | Crossref | GoogleScholarGoogle Scholar |

[7]  M. L. H. Green, S. R. Marder, M. E. Thompson, J. A. Bandy, D. Bloor, P. V. Kolinsky, R. J. Jones, Nature 1987, 330, 360.
         | Crossref | GoogleScholarGoogle Scholar |

[8]  (a) H. S. Nalwa, Appl. Organomet. Chem. 1991, 5, 349.
         | Crossref | GoogleScholarGoogle Scholar |
         (b) S. R. Marder, in Inorganic Materials (Eds D. W. Bruce, D. O’Hare) 1992, pp. 121–169 (Wiley: Chichester, UK)
      (c) N. J. Long, Angew. Chem. Int. Ed. Engl. 1995, 34, 21.
         | Crossref | GoogleScholarGoogle Scholar |
      (d) I. R. Whittall, A. M. McDonagh, M. G. Humphrey, M. Samoc, Adv. Organomet. Chem. 1998, 42, 291.
         | Crossref | GoogleScholarGoogle Scholar |
      (e) I. R. Whittall, A. M. McDonagh, M. G. Humphrey, M. Samoc, Adv. Organomet. Chem. 1999, 43, 349.
         | Crossref | GoogleScholarGoogle Scholar |
         (f) M. E. Thompson, P. E. Djurovich, S. Barlow, S. Marder, in Comprehensive Organometallic Chemistry III (Eds R. H. Crabtree, D. M. P. Mingos) 2007, Vol 12, pp. 101–194 (Elsevier: Oxford).
      (g) J. P. L. Morrall, G. T. Dalton, M. G. Humphrey, M. Samoc, Adv. Organomet. Chem. 2007, 55, 61.
         | Crossref | GoogleScholarGoogle Scholar |

[9]  J. C. Calabrese, L.-T. Cheng, J. C. Green, S. R. Marder, W. Tam, J. Am. Chem. Soc. 1991, 113, 7227.
         | Crossref | GoogleScholarGoogle Scholar |

[10]  S. Barlow, H. E. Bunting, C. Ringham, J. C. Green, G. U. Bublitz, S. G. Boxer, J. W. Perry, S. R. Marder, J. Am. Chem. Soc. 1999, 121, 3715.
         | Crossref | GoogleScholarGoogle Scholar |

[11]  (a) C. E. Powell, M. G. Humphrey, Coord. Chem. Rev. 2004, 248, 725.
         | Crossref | GoogleScholarGoogle Scholar |
      (b) M. P. Cifuentes, M. G. Humphrey, J. Organomet. Chem. 2004, 689, 3968.
         | Crossref | GoogleScholarGoogle Scholar |
      (c) K. A. Green, M. P. Cifuentes, M. Samoc, M. G. Humphrey, Coord. Chem. Rev. 2011, 255, 2025.
         | Crossref | GoogleScholarGoogle Scholar |
      (d) K. A. Green, M. P. Cifuentes, M. Samoc, M. G. Humphrey, Coord. Chem. Rev. 2011, 255, 2530.
         | Crossref | GoogleScholarGoogle Scholar |
      (e) G. Grelaud, M. P. Cifuentes, F. Paul, M. G. Humphrey, J. Organomet. Chem. 2014, 751, 181.
         | Crossref | GoogleScholarGoogle Scholar |

[12]  R. Nast, Z. Naturforsch. B 1953, 8, 381.
         | Crossref | GoogleScholarGoogle Scholar |

[13]  (a) R. Nast, Coord. Chem. Rev. 1982, 47, 89.
         | Crossref | GoogleScholarGoogle Scholar |
      (b) M. I. Bruce, M. G. Humphrey, J. G. Matisons, S. K. Roy, A. G. Swincer, Aust. J. Chem. 1984, 37, 1955.
         | Crossref | GoogleScholarGoogle Scholar |
      (c) I. R. Whittall, M. G. Humphrey, D. C. R. Hockless, Aust. J. Chem. 1997, 50, 991.
         | Crossref | GoogleScholarGoogle Scholar |
      (d) I. R. Whittall, M. G. Humphrey, D. C. R. Hockless, Aust. J. Chem. 1998, 51, 219.
         | Crossref | GoogleScholarGoogle Scholar |

[14]  M. I. Bruce, D. N. Duffy, M. G. Humphrey, A. G. Swincer, J. Organomet. Chem. 1985, 282, 383.
         | Crossref | GoogleScholarGoogle Scholar |

[15]  (a) C. Bruneau, P. H. Dixneuf, Acc. Chem. Res. 1999, 32, 311.
         | Crossref | GoogleScholarGoogle Scholar |
      (b) B. M. Trost, A. McClory, Chem. Asian J. 2008, 3, 164.
         | Crossref | GoogleScholarGoogle Scholar |

[16]  J. E. McGrady, T. Lovell, R. Stranger, M. G. Humphrey, Organometallics 1997, 16, 4004.
         | Crossref | GoogleScholarGoogle Scholar |

[17]  P. J. Low, Dalton Trans. 2005, 2821.
         | Crossref | GoogleScholarGoogle Scholar |

[18]  G. Wilkinson, Ruthenium. Available at http://www.rsc.org/periodic-table/element/44/ruthenium (accessed 11 June 2018).

[19]  (a) See for example: B. J. Coe, J. L. Harries, J. A. Harris, B. S. Brunschwig, P. N. Horton, M. B. Hursthouse, Inorg. Chem. 2006, 45, 11019.
         | Crossref | GoogleScholarGoogle Scholar |
      (b) B. J. Coe, J. L. Harries, M. Helliwell, B. S. Brunschwig, J. A. Harris, I. Asselberghs, S. T. Hung, K. Clays, N. Horton, M. B. Hursthouse, Inorg. Chem. 2006, 45, 1215.
         | Crossref | GoogleScholarGoogle Scholar |
      (c) B. J. Coe, J. L. Harries, M. Helliwell, L. A. Jones, I. Asselberghs, K. Clays, B. S. Brunschwig, J. A. Harris, J. Garin, J. Orduna, J. Am. Chem. Soc. 2006, 128, 12192.
         | Crossref | GoogleScholarGoogle Scholar |

[20]  (a) I. R. Whittall, M. G. Humphrey, S. Houbrechts, A. Persoons, D. C. R. Hockless, Organometallics 1996, 15, 5738.
         | Crossref | GoogleScholarGoogle Scholar |
      (b) R. H. Naulty, M. P. Cifuentes, M. G. Humphrey, S. Houbrechts, C. Boutton, A. Persoons, G. A. Heath, D. C. R. Hockless, B. Luther-Davies, M. Samoc, J. Chem. Soc., Dalton Trans. 1997, 4167.
         | Crossref | GoogleScholarGoogle Scholar |

[21]  I. R. Whittall, M. P. Cifuentes, M. G. Humphrey, B. Luther-Davies, M. Samoc, S. Houbrechts, A. Persoons, G. A. Heath, D. Bogsanyi, Organometallics 1997, 16, 2631.
         | Crossref | GoogleScholarGoogle Scholar |

[22]  (a) I. R. Whittall, M. G. Humphrey, D. C. R. Hockless, B. W. Skelton, A. H. White, Organometallics 1995, 14, 3970.
         | Crossref | GoogleScholarGoogle Scholar |
      (b) I. R. Whittall, M. G. Humphrey, A. Persoons, S. Houbrechts, Organometallics 1996, 15, 1935.
         | Crossref | GoogleScholarGoogle Scholar |
      (c) I. R. Whittall, M. P. Cifuentes, M. G. Humphrey, B. Luther-Davies, M. Samoc, S. Houbrechts, A. Persoons, G. A. Heath, D. C. R. Hockless, J. Organomet. Chem. 1997, 549, 127.
         | Crossref | GoogleScholarGoogle Scholar |
      (d) A. M. McDonagh, N. T. Lucas, M. P. Cifuentes, M. G. Humphrey, S. Houbrechts, A. Persoons, J. Organomet. Chem. 2000, 605, 184.
         | Crossref | GoogleScholarGoogle Scholar |
      (e) S. K. Hurst, N. T. Lucas, M. G. Humphrey, I. Asselberghs, R. Van Boxel, A. Persoons, Aust. J. Chem. 2001, 54, 447.
         | Crossref | GoogleScholarGoogle Scholar |

[23]  C. E. Powell, M. P. Cifuentes, A. M. McDonagh, S. Hurst, N. T. Lucas, C. D. Delfs, R. Stranger, M. G. Humphrey, S. Houbrechts, I. Asselberghs, A. Persoons, D. C. R. Hockless, Inorg. Chim. Acta 2003, 352, 9.
         | Crossref | GoogleScholarGoogle Scholar |

[24]  (a) A. M. McDonagh, I. R. Whittall, M. G. Humphrey, D. C. R. Hockless, B. W. Skelton, A. H. White, J. Organomet. Chem. 1996, 523, 33.
         | Crossref | GoogleScholarGoogle Scholar |
      (b) A. M. McDonagh, I. R. Whittall, M. G. Humphrey, B. W. Skelton, A. H. White, J. Organomet. Chem. 1996, 519, 229.
         | Crossref | GoogleScholarGoogle Scholar |
      (c) B. A. Babgi, A. Al-Hindawi, G. J. Moxey, F. I. Abdul Razak, M. P. Cifuentes, E. Kulasekera, R. Stranger, A. Teshome, I. Asselberghs, K. Clays, M. G. Humphrey, J. Organomet. Chem. 2013, 730, 108.
         | Crossref | GoogleScholarGoogle Scholar |
      (d) E. Kulasekera, S. Petrie, R. Stranger, M. G. Humphrey, Organometallics 2014, 33, 2434.
         | Crossref | GoogleScholarGoogle Scholar |
      (e) D. Wei, M. S. Kodikara, M. Morshedi, G. J. Moxey, H. Wang, G. Wang, C. Quintana, C. Zhang, R. Stranger, M. P. Cifuentes, M. G. Humphrey, ChemPlusChem 2016, 81, 621.
         | Crossref | GoogleScholarGoogle Scholar |
      (f) M. S. Kodikara, R. Stranger, M. G. Humphrey, ChemPhysChem 2018, 19, 1537.
         | Crossref | GoogleScholarGoogle Scholar |
      (g) M. S. Kodikara, R. Stranger, M. G. Humphrey, Coord. Chem. Rev. 2018, in press.
      (h) J. Du, M. S. Kodikara, G. J. Moxey, M. Morshedi, A. Barlow, C. Quintana, G. Wang, R. Stranger, C. Zhang, M. P. Cifuentes, M. G. Humphrey, Dalton Trans. 2018, 4560.
         | Crossref | GoogleScholarGoogle Scholar |

[25]     (a) Organic Materials for Nonlinear Optics (Eds R. A. Hann, D. Bloor) 1989 (Royal Society of Chemistry: London).
         (b) Organic Materials for Nonlinear Optics II (Eds R. A. Hann, D. Bloor) 1991 (Royal Society of Chemistry: London).

[26]  B. A. Babgi, M. S. Kodikara, M. Morshedi, H. Wang, C. Quintana, T. Schwich, G. J. Moxey, N. Van Steerteghem, K. Clays, R. Stranger, M. P. Cifuentes, M. G. Humphrey, ChemPlusChem 2018, 83, 630.
         | Crossref | GoogleScholarGoogle Scholar |

[27]  L. K. Myers, C. Langhoff, M. E. Thompson, J. Am. Chem. Soc. 1992, 114, 7560.
         | Crossref | GoogleScholarGoogle Scholar |

[28]  R. H. Naulty, A. M. McDonagh, I. R. Whittall, M. P. Cifuentes, M. G. Humphrey, S. Houbrechts, J. Maes, A. Persoons, G. A. Heath, D. C. R. Hockless, J. Organomet. Chem. 1998, 563, 137.
         | Crossref | GoogleScholarGoogle Scholar |

[29]  J. F. Hartwig, Organotransition Metal Chemistry: From Bonding to Catalysis 2010 (University Science Books: Sausalito, CA).

[30]  S. R. Marder, J. E. Sohn, G. D. Stucky, in Materials for Nonlinear Optics: Chemical Perspectives (Eds S. R. Marder, J. E. Sohn, G. D. Stucky) 1991, pp. 2–30 (American Chemical Society: Washington, DC).

[31]  A. M. McDonagh, M. P. Cifuentes, N. T. Lucas, M. G. Humphrey, S. Houbrechts, A. Persoons, J. Organomet. Chem. 2000, 605, 193.
         | Crossref | GoogleScholarGoogle Scholar |

[32]  (a) S. Hurst, M. P. Cifuentes, J. P. L. Morrall, N. T. Lucas, I. R. Whittall, M. G. Humphrey, I. Asselberghs, A. Persoons, M. Samoc, B. Luther-Davies, A. C. Willis, Organometallics 2001, 20, 4664.
         | Crossref | GoogleScholarGoogle Scholar |
      (b) S. Hurst, N. T. Lucas, M. P. Cifuentes, M. G. Humphrey, M. Samoc, B. Luther-Davies, I. Asselberghs, R. Van Boxel, A. Persoons, J. Organomet. Chem. 2001, 633, 114.
         | Crossref | GoogleScholarGoogle Scholar |

[33]  (a) T. N. Fondum, K. A. Green, M. D. Randles, M. P. Cifuentes, A. C. Willis, A. Teshome, I. Asselberghs, K. Clays, M. G. Humphrey, J. Organomet. Chem. 2008, 693, 1605.
         | Crossref | GoogleScholarGoogle Scholar |
      (b) B. Babgi, L. Rigamonti, M. P. Cifuentes, T. C. Corkery, M. D. Randles, T. Schwich, S. Petrie, R. Stranger, A. Teshome, I. Asselberghs, K. Clays, M. Samoc, M. G. Humphrey, J. Am. Chem. Soc. 2009, 131, 10293.
         | Crossref | GoogleScholarGoogle Scholar |
      (c) L. Rigamonti, B. Babgi, M. P. Cifuentes, R. L. Roberts, S. Petrie, R. Stranger, S. Righetto, A. Teshome, I. Asselberghs, K. Clays, M. G. Humphrey, Inorg. Chem. 2009, 48, 3562.
         | Crossref | GoogleScholarGoogle Scholar |
      (d) H. Zhang, M. Morshedi, M. S. Kodikara, G. J. Moxey, G. Wang, H. Wang, C. Quintana, R. Stranger, C. Zhang, M. P. Cifuentes, M. G. Humphrey, ChemPlusChem 2016, 81, 613.
         | Crossref | GoogleScholarGoogle Scholar |

[34]  A. M. McDonagh, M. P. Cifuentes, M. G. Humphrey, S. Houbrechts, J. Maes, A. Persoons, M. Samoc, B. Luther-Davies, J. Organomet. Chem. 2000, 610, 71.
         | Crossref | GoogleScholarGoogle Scholar |

[35]  (a) I. Ledoux, J. Zyss, J. S. Siegel, J. Brienne, J.-M. Lehn, Chem. Phys. Lett. 1990, 172, 440.
         | Crossref | GoogleScholarGoogle Scholar |
      (b) M. Joffre, D. Yaron, R. J. Silbey, J. Zyss, J. Chem. Phys. 1992, 97, 5607.
         | Crossref | GoogleScholarGoogle Scholar |
      (c) V. R. Thalladi, S. Brasselet, D. Bläser, R. Boese, J. Zyss, A. Nangia, G. R. Desiraju, Chem. Commun. 1997, 1841.
         | Crossref | GoogleScholarGoogle Scholar |

[36]  (a) I. R. Whittall, M. G. Humphrey, S. Houbrechts, J. Maes, A. Persoons, S. Schmid, D. C. R. Hockless, J. Organomet. Chem. 1997, 544, 277.
         | Crossref | GoogleScholarGoogle Scholar |
      (b) A. M. McDonagh, M. G. Humphrey, M. Samoc, B. Luther-Davies, S. Houbrechts, T. Wada, H. Sasabe, A. Persoons, J. Am. Chem. Soc. 1999, 121, 1405.
         | Crossref | GoogleScholarGoogle Scholar |
      (c) S. K. Hurst, M. G. Humphrey, T. Isoshima, K. Wostyn, I. Asselberghs, K. Clays, A. Persoons, M. Samoc, B. Luther-Davies, Organometallics 2002, 21, 2024.
         | Crossref | GoogleScholarGoogle Scholar |

[37]  S. K. Hurst, N. T. Lucas, M. G. Humphrey, T. Isoshima, K. Wostyn, I. Asselberghs, K. Clays, A. Persoons, M. Samoc, B. Luther-Davies, Inorg. Chim. Acta 2003, 350, 62.
         | Crossref | GoogleScholarGoogle Scholar |

[38]  (a) I. R. Whittall, M. G. Humphrey, M. Samoc, J. Swiatkiewicz, B. Luther-Davies, Organometallics 1995, 14, 5493.
         | Crossref | GoogleScholarGoogle Scholar |
      (b) A. M. McDonagh, M. P. Cifuentes, I. R. Whittall, M. G. Humphrey, M. Samoc, B. Luther-Davies, D. C. R. Hockless, J. Organomet. Chem. 1996, 526, 99.
         | Crossref | GoogleScholarGoogle Scholar |
      (c) I. R. Whittall, M. G. Humphrey, M. Samoc, B. Luther-Davies, Angew. Chem. Int. Ed. Engl. 1997, 36, 370.
         | Crossref | GoogleScholarGoogle Scholar |
      (d) A. M. McDonagh, M. G. Humphrey, M. Samoc, B. Luther-Davies, Organometallics 1999, 18, 5195.
         | Crossref | GoogleScholarGoogle Scholar |

[39]  (a) S. Drouet, A. Merhi, G. Grelaud, M. P. Cifuentes, M. G. Humphrey, K. Matczyszyn, M. Samoc, L. Toupet, C. O. Paul-Roth, F. Paul, Tetrahedron 2012, 36, 2192.
      (b) A. Merhi, G. Grelaud, N. Ripoche, A. Barlow, M. P. Cifuentes, M. G. Humphrey, F. Paul, C. O. Paul-Roth, Polyhedron 2015, 86, 64.
         | Crossref | GoogleScholarGoogle Scholar |
      (c) A. Merhi, G. Grelaud, K. A. Green, N. H. Minh, M. Reynolds, I. Ledoux, A. Barlow, G. Wang, M. P. Cifuentes, M. G. Humphrey, F. Paul, C. O. Paul-Roth, Dalton Trans. 2015, 7748.
         | Crossref | GoogleScholarGoogle Scholar |
      (d) F. Malvolti, C. Rouxel, G. Grelaud, L. Toupet, T. Roisnel, A. Barlow, X. Yang, G. Wang, F. I. Abdul Razak, R. Stranger, M. P. Cifuentes, M. G. Humphrey, O. Mongin, M. Blanchard-Desce, C. O. Paul-Roth, F. Paul, Eur. J. Inorg. Chem. 2016, 3868.
         | Crossref | GoogleScholarGoogle Scholar |
      (e) A. Triadon, G. Grelaud, N. Richy, O. Mongin, G. J. Moxey, I. M. Dixon, X. Yang, G. Wang, A. Barlow, J. Rault-Berthelot, M. P. Cifuentes, M. G. Humphrey, Organometallics 2018, 37, 2245.

[40]  (a) M. P. Cifuentes, C. E. Powell, M. G. Humphrey, G. A. Heath, M. Samoc, B. Luther-Davies, J. Phys. Chem. A 2001, 105, 9625.
         | Crossref | GoogleScholarGoogle Scholar |
      (b) C. E. Powell, M. G. Humphrey, M. P. Cifuentes, J. P. Morrall, M. Samoc, B. Luther-Davies, J. Phys. Chem. A 2003, 107, 11264.
         | Crossref | GoogleScholarGoogle Scholar |
      (c) C. J. Adams, L. E. Bowen, M. G. Humphrey, J. P. L. Morrall, M. Samoc, L. J. Yellowlees, Dalton Trans. 2004, 4130.
         | Crossref | GoogleScholarGoogle Scholar |
      (d) J. P. Morrall, M. P. Cifuentes, M. G. Humphrey, R. Kellens, E. Robijns, I. Asselberghs, K. Clays, A. Persoons, M. Samoc, A. C. Willis, Inorg. Chim. Acta 2006, 359, 998.
         | Crossref | GoogleScholarGoogle Scholar |
      (e) G. T. Dalton, M. P. Cifuentes, L. A. Watson, S. Petrie, R. Stranger, M. Samoc, M. G. Humphrey, Inorg. Chem. 2009, 48, 6534.
         | Crossref | GoogleScholarGoogle Scholar |
      (f) R. L. Roberts, T. Schwich, T. C. Corkery, M. P. Cifuentes, K. A. Green, J. Farmer, P. J. Low, T. B. Marder, M. Samoc, M. G. Humphrey, Adv. Mater. 2009, 21, 2318.
         | Crossref | GoogleScholarGoogle Scholar |
      (g) C. J. Jeffery, M. P. Cifuentes, G. T. Dalton, T. C. Corkery, M. D. Randles, A. C. Willis, M. Samoc, M. G. Humphrey, Macromol. Rapid Commun. 2010, 31, 846.
         | Crossref | GoogleScholarGoogle Scholar |
      (h) M. Samoc, T. C. Corkery, A. M. McDonagh, M. P. Cifuentes, M. G. Humphrey, Aust. J. Chem. 2011, 64, 1269.
         | Crossref | GoogleScholarGoogle Scholar |
      (i) K. A. Green, P. V. Simpson, T. C. Corkery, M. P. Cifuentes, M. Samoc, M. G. Humphrey, Macromol. Rapid Commun. 2012, 33, 573.
         | Crossref | GoogleScholarGoogle Scholar |
      (j) H. Zhao, P. V. Simpson, A. Barlow, G. J. Moxey, M. Morshedi, N. Roy, R. Philip, C. Zhang, M. P. Cifuentes, M. G. Humphrey, Chem. – Eur. J. 2015, 21, 11843.
         | Crossref | GoogleScholarGoogle Scholar |
      (k) Z. Chen, C. J. Jeffery, M. Morshedi, G. J. Moxey, A. Barlow, X. Yang, B. A. Babgi, G. T. Dalton, M. D. Randles, M. K. Smith, C. Zhang, M. Samoc, M. P. Cifuentes, M. G. Humphrey, ChemPlusChem 2015, 80, 1329.
         | Crossref | GoogleScholarGoogle Scholar |
      (l) B. Gao, L. M. Mazur, M. Morshedi, A. Barlow, H. Wang, C. Quintana, C. Zhang, M. Samoc, M. P. Cifuentes, M. G. Humphrey, Chem. Commun. 2016, 8301.
         | Crossref | GoogleScholarGoogle Scholar |
      (m) P. V. Simpson, L. A. Watson, A. Barlow, G. Wang, M. P. Cifuentes, M. G. Humphrey, Angew. Chem. Int. Ed. 2016, 55, 2387.
         | Crossref | GoogleScholarGoogle Scholar |
      (n) T. Schwich, A. Barlow, M. P. Cifuentes, J. Szeremeta, M. Samoc, M. G. Humphrey, Chem. – Eur. J. 2017, 23, 8395.
         | Crossref | GoogleScholarGoogle Scholar |

[41]  (a) S. K. Hurst, M. P. Cifuentes, M. G. Humphrey, Organometallics 2002, 21, 2353.
         | Crossref | GoogleScholarGoogle Scholar |
      (b) A. M. McDonagh, C. E. Powell, J. P. Morrall, M. P. Cifuentes, M. G. Humphrey, Organometallics 2003, 22, 1402.
         | Crossref | GoogleScholarGoogle Scholar |
      (c) C. E. Powell, M. P. Cifuentes, M. G. Humphrey, A. C. Willis, J. P. Morrall, M. Samoc, Polyhedron 2007, 26, 284.
         | Crossref | GoogleScholarGoogle Scholar |
      (d) C. E. Powell, S. Hurst, J. P. Morrall, M. P. Cifuentes, R. L. Roberts, M. Samoc, M. G. Humphrey, Organometallics 2007, 26, 4456.
         | Crossref | GoogleScholarGoogle Scholar |

[42]  (a) S. K. Hurst, M. P. Cifuentes, A. M. McDonagh, M. G. Humphrey, M. Samoc, B. Luther-Davies, I. Asselberghs, A. Persoons, J. Organomet. Chem. 2002, 642, 259.
         | Crossref | GoogleScholarGoogle Scholar |
      (b) S. K. Hurst, M. G. Humphrey, J. P. Morrall, M. P. Cifuentes, M. Samoc, B. Luther-Davies, G. A. Heath, A. C. Willis, J. Organomet. Chem. 2003, 670, 56.
         | Crossref | GoogleScholarGoogle Scholar |

[43]  M. P. Cifuentes, C. E. Powell, J. P. Morrall, A. M. McDonagh, N. T. Lucas, M. G. Humphrey, M. Samoc, S. Houbrechts, I. Asselberghs, K. Clays, A. Persoons, T. Isoshima, J. Am. Chem. Soc. 2006, 128, 10819.
         | Crossref | GoogleScholarGoogle Scholar |

[44]  C. E. Powell, J. P. L. Morrall, S. A. Ward, M. P. Cifuentes, E. G. A. Notaras, M. Samoc, M. G. Humphrey, J. Am. Chem. Soc. 2004, 126, 12234.
         | Crossref | GoogleScholarGoogle Scholar |

[45]  (a) G. S. He, L. S. Tan, Q. Zheng, P. N. Prasad, Chem. Rev. 2008, 108, 1245.
         | Crossref | GoogleScholarGoogle Scholar |
      (b) H. H. Fan, L. Guo, K. F. Li, M. S. Wong, J. W. Cheah, J. Am. Chem. Soc. 2012, 134, 7297.
         | Crossref | GoogleScholarGoogle Scholar |
      (c) J. Szeremeta, M. Nyk, D. Wawrzynczyk, M. Samoc, Nanoscale 2013, 5, 2388.
         | Crossref | GoogleScholarGoogle Scholar |

[46]  M. Samoc, J. P. Morrall, G. T. Dalton, M. P. Cifuentes, M. G. Humphrey, Angew. Chem. Int. Ed. 2007, 46, 731.
         | Crossref | GoogleScholarGoogle Scholar |

[47]  (a) B. J. Coe, Chem. – Eur. J. 1999, 5, 2464.
         | Crossref | GoogleScholarGoogle Scholar |
      (b) J. A. Delaire, K. Nakatani, Chem. Rev. 2000, 100, 1817.
         | Crossref | GoogleScholarGoogle Scholar |

[48]  (a) M. I. Bruce, C. Dean, D. N. Duffy, M. G. Humphrey, G. A. Koutsantonis, J. Organomet. Chem. 1985, 295, c40.
         | Crossref | GoogleScholarGoogle Scholar |
      (b) M. I. Bruce, M. G. Humphrey, G. A. Koutsantonis, B. K. Nicholson, J. Organomet. Chem. 1985, 296, c47.
         | Crossref | GoogleScholarGoogle Scholar |

[49]  C. E. Powell, M. P. Cifuentes, J. P. L. Morrall, R. Stranger, M. G. Humphrey, M. Samoc, B. Luther-Davies, G. A. Heath, J. Am. Chem. Soc. 2003, 125, 602.
         | Crossref | GoogleScholarGoogle Scholar |

[50]  (a) M. Samoc, N. Gauthier, M. P. Cifuentes, F. Paul, C. Lapinte, M. G. Humphrey, Angew. Chem. Int. Ed. 2006, 45, 7376.
         | Crossref | GoogleScholarGoogle Scholar |
      (b) N. Gauthier, C. Olivier, S. Rigaut, D. Touchard, T. Roisnel, M. G. Humphrey, F. Paul, Organometallics 2008, 27, 1063.
         | Crossref | GoogleScholarGoogle Scholar |
      (c) N. Gauthier, G. Argouarch, F. Paul, M. G. Humphrey, L. Toupet, S. Ababou-Girard, H. Sabbah, P. Hapiot, B. Fabre, Adv. Mater. 2008, 20, 1952.
         | Crossref | GoogleScholarGoogle Scholar |
      (d) N. Gauthier, G. Argouarch, F. Paul, L. Toupet, A. Ladjarafi, K. Costuas, J.-F. Halet, M. Samoc, M. P. Cifuentes, T. C. Corkery, M. G. Humphrey, Chem. – Eur. J. 2011, 17, 5561.
         | Crossref | GoogleScholarGoogle Scholar |
      (e) G. Grelaud, N. Gauthier, Y. Luo, F. Paul, B. Fabre, F. Barriere, S. Ababou-Girard, T. Roisnel, M. G. Humphrey, J. Phys. Chem. C 2014, 118, 3680.
         | Crossref | GoogleScholarGoogle Scholar |

[51]  G. T. Dalton, M. P. Cifuentes, S. Petrie, R. Stranger, M. G. Humphrey, M. Samoc, J. Am. Chem. Soc. 2007, 129, 11882.
         | Crossref | GoogleScholarGoogle Scholar |

[52]  K. A. Green, M. P. Cifuentes, T. C. Corkery, M. Samoc, M. G. Humphrey, Angew. Chem. Int. Ed. 2009, 48, 7867.
         | Crossref | GoogleScholarGoogle Scholar |

[53]  T. Schwich, M. P. Cifuentes, P. A. Gugger, M. Samoc, M. G. Humphrey, Adv. Mater. 2011, 23, 1433.
         | Crossref | GoogleScholarGoogle Scholar |

[54]  (a) A. Migalska-Zalas, B. Sahraoui, I. V. Kityk, S. Tkaczyk, V. Yuvshenko, J.-L. Fillaut, J. Perruchon, T. J. J. Muller, Phys. Rev. B 2005, 71,
         | Crossref | GoogleScholarGoogle Scholar |
      (b) J. Luc, J. Niziol, M. Sniechowski, J.-L. Fillaut, B. Sahraoui, O. Krupka, Mol. Cryst. Liq. Cryst. 2008, 485, 990.
         | Crossref | GoogleScholarGoogle Scholar |
      (c) B. Sahraoui, J. Luc, A. Meghea, R. Czaplicki, J.-L. Fillaut, A. Migalska-Zalas, J. Opt. A 2009,
         | Crossref | GoogleScholarGoogle Scholar |

[55]  (a) J. Luc, J.-L. Fillaut, J. Niziol, B. Sahraoui, J. Optoelectron. Adv. Mater. 2007, 9, 2826.
      (b) K. N. Gherab, R. Gatri, J.-L. Fillaut, J. Luc, B. Sahraoui, J. Niziol, Nonlinear Opt. Quantum Opt. 2008, 38, 281.
      (c) R. Gatri, J.-L. Fillaut, J. Mysliwiec, A. Szukalski, S. Bartkiewicz, H. El-Ouazzani, I. Guezguez, F. Khammar, B. Sahraoui, Chem. Phys. Lett. 2012, 535, 106.
         | Crossref | GoogleScholarGoogle Scholar |
      (d) J. Niziol, J.-L. Fillaut, M. Sniechowski, F. Khammar, B. Sahraoui, Opt. Mater. 2012, 34, 1670.
         | Crossref | GoogleScholarGoogle Scholar |
      (e) J. Luc, K. K. Bouchouit, R. Czaplicki, J.-L. Fillaut, B. Sahraoui, Opt. Express 2008, 16, 15633.
         | Crossref | GoogleScholarGoogle Scholar |
      (f) K. N. Gherab, R. Gatri, Z. Hank, B. Dick, R.-J. Kutta, R. Winter, J. Luc, B. Sahraoui, J.-L. Fillaut, J. Mater. Chem. 2010, 20, 2858.
         | Crossref | GoogleScholarGoogle Scholar |