Aluminium Complexes of a Sterically Demanding Bis(iminophosphorane)methandiide
Christian P. Sindlinger A B and Andreas Stasch B CA Institut für Anorganische Chemie, Auf der Morgenstelle 18, 72076 Tübingen, Germany.
B School of Chemistry, Monash University, PO Box 23, Melbourne, Vic. 3800, Australia.
C Corresponding author. Email: Andreas.Stasch@monash.edu
Australian Journal of Chemistry 66(10) 1219-1225 https://doi.org/10.1071/CH13229
Submitted: 1 May 2013 Accepted: 30 May 2013 Published: 27 June 2013
Abstract
The reaction of the sterically demanding bis(iminophosphorane)methane, {DipN=P(Ph2)}2CH2, H2L 1 (where Dip = 2,6-iPr2C6H3), with one or two equivalents of AlMe3 in toluene under varying conditions led to the methanide complex [HLAlMe2] 4, and the methandiide complex [L(AlMe2)2] 5, respectively. Iterative iodination of complex 5 with I2 in toluene yielded the complexes [L(AlMeI)2] 6 and [L(AlI2)2] 7. The complexes 4–7 were structurally characterised. The methanide 4 forms a puckered six-membered ring without Al-C(methanide) contact and the complexes 5 and 6 show coordination of the methandiide ligand to two Al atoms forming two four-membered rings on the central spirocyclic carbon centre. Complex 7 shows an asymmetric coordination mode of the two Al centres to the methandiide ligand in the solid state with an almost planar, severely distorted three-coordinate methandiide carbon atom and only one short Al–C bond.
References
[1] (a) For recent reviews see: T. Chivers, J. Konu, R. Thirumoorthi, Dalton Trans. 2012, 41, 4283.| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC38XktFertrk%3D&md5=db8e446ea066140f7f0cbe518f2e0d6bCAS | 22392260PubMed |
(b) S. Harder, Coord. Chem. Rev. 2011, 255, 1252.
| Crossref | GoogleScholarGoogle Scholar |
(c) S. T. Liddle, D. P. Mills, A. J. Wooles, Chem. Soc. Rev. 2011, 40, 2164.
| Crossref | GoogleScholarGoogle Scholar |
(d) S. T. Liddle, D. P. Mills, A. J. Wooles, Organomet. Chem. 2010, 36, 29.
| Crossref | GoogleScholarGoogle Scholar |
(e) T. K. Panda, P. W. Roesky, Chem. Soc. Rev. 2009, 38, 2782.
| Crossref | GoogleScholarGoogle Scholar |
(f) T. Cantat, N. Mézailles, A. Auffant, P. Le Floch, Dalton Trans. 2008, 1957.
| Crossref | GoogleScholarGoogle Scholar |
(g) M. Doux, O. Piechaczyk, T. Cantat, N. Mezailles, P. Le Floch, C. R. Chim. 2007, 10, 573.
| Crossref | GoogleScholarGoogle Scholar |
(h) K. Izod, Coord. Chem. Rev. 2002, 227, 153.
| Crossref | GoogleScholarGoogle Scholar |
(i) R. G. Cavell, R. P. K. Babu, K. Aparna, J. Organomet. Chem. 2001, 617–618, 158.
| Crossref | GoogleScholarGoogle Scholar |
(j) R. G. Cavell, Curr. Sci. 2000, 78, 440.
[2] S. Schulz, S. Gondzik, D. Schuchmann, U. Westphal, L. Dobrzycki, R. Boese, S. Harder, Chem. Commun. 2010, 46, 7757.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3cXht1Omtr%2FP&md5=444e33c5afd219d6703946e268879affCAS |
[3] M. S. Hill, P. B. Hitchcock, S. M. A. Karagouni, J. Organomet. Chem. 2004, 689, 722.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2cXhtVKnurw%3D&md5=ba6fd3615359f36e35b9a9b90e1c7d80CAS |
[4] R. G. Cavell, K. Aparna, R. P. K. Babu, Q. Wang, J. Mol. Catal. Chem. 2002, 189, 137.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD38XntVGksbo%3D&md5=bc04fac77ee04ec5dfefbc95267a1b1fCAS |
[5] K. Aparna, R. McDonald, R. G. Cavell, J. Am. Chem. Soc. 2000, 122, 9314.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD3cXmtlaltbY%3D&md5=356d2b7abc01aa509ee72fa5b306fca0CAS |
[6] K. Aparna, R. McDonald, M. Ferguson, R. G. Cavell, Organometallics 1999, 18, 4241.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaK1MXlvVGhsL8%3D&md5=f8f9c126acefdde45652ebd4265b20e9CAS |
[7] C. M. Ong, P. McKarns, D. W. Stephan, Organometallics 1999, 18, 4197.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaK1MXlslChurs%3D&md5=e2b07c224437eb86f9ebf56f771541b6CAS |
[8] W.-P. Leung, C.-L. Wan, T. C. W. Mak, Organometallics 2010, 29, 1622.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3cXisVChtbs%3D&md5=8a74f8dedace64d99e2c84b8c3a2f1e2CAS |
[9] J. Guo, J.-S. Lee, M.-C. Foo, K.-C. Lau, H.-W. Xi, K. H. Lim, C.-W. So, Organometallics 2010, 29, 939.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3cXosFymsQ%3D%3D&md5=af185325ace13b907eae4b54049549ecCAS |
[10] R. Nassar, B. C. Noll, K. W. Henderson, Acta Crystallogr. E 2004, 60, m1023.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2cXlt1Gkur4%3D&md5=75a016347be3c6a741e99a40dfc2aedbCAS |
[11] Z.-X. Wang, Y.-X. Li, Organometallics 2003, 22, 4900.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD3sXot12qt7s%3D&md5=62661053e0c2bcb0d1e63bcae6e4c7b9CAS |
[12] B. Lee, S. A. Sangakoya, W. T. Pennington, G. H. Robinson, J. Coord. Chem. 1990, 21, 99.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaK3cXkvFOlt7c%3D&md5=7472fc901306181fa3c15e636a7ac7c3CAS |
[13] M. F. Self, B. Lee, S. A. Sangakoya, W. T. Pennington, G. H. Robinson, Polyhedron 1990, 9, 313.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaK3cXksF2htLY%3D&md5=1897d121f23b5806479390fdc184a5b3CAS |
[14] G. H. Robinson, B. Lee, W. T. Pennington, S. A. Sangakoya, J. Am. Chem. Soc. 1988, 110, 6260.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaL1cXlt12itLg%3D&md5=44dda1bc1bdca088e88a7b2b5ebc8f86CAS | 22148819PubMed |
[15] G. H. Robinson, M. F. Self, W. T. Pennington, S. A. Sangakoya, Organometallics 1988, 7, 2424.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaL1cXmtlWisL4%3D&md5=da780d50d6e4ddde776c48eec10ebf2dCAS |
[16] (a) A. Stasch, C. Jones, Dalton Trans. 2011, 40, 5659.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3MXmsVagtb4%3D&md5=3f4f1def9c243e2ebb1e98c1280db8c9CAS | 21390353PubMed |
(b) S. P. Green, C. Jones, A. Stasch, Science 2007, 318, 1754.
| Crossref | GoogleScholarGoogle Scholar |
[17] S. J. Bonyhady, C. Jones, S. Nembenna, A. Stasch, A. J. Edwards, G. J. McIntyre, Chem. – Eur. J. 2010, 16, 938.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3cXos1Gnuw%3D%3D&md5=cfc41102c3c740b451dc5af4a8ba62d3CAS | 19950340PubMed |
[18] S. Al-Benna, M. J. Sarsfield, M. Thornton-Pett, D. L. Ormsby, P. J. Maddox, P. Bres, M. Bochmann, J. Chem. Soc., Dalton Trans. 2000, 4247.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD3cXosFaksro%3D&md5=ed13abefc544b4615a37d2541413bb09CAS |
[19] G. M. Sheldrick, Acta Crystallogr. 2008, A64, 112.
| Crossref | GoogleScholarGoogle Scholar |