Pd(II) and Pt(II) Coordination Chemistry with Hybrid Pyridine-Pyrazole Ligands: from 3D-Frameworks Structures in Molecular Complexes
Miguel Guerrero A , José A. Pérez A , Teresa Calvet B , Mercè Font-Bardía C and Josefina Pons A DA Departament de Química, Unitat de Química Inorgànica, Universitat Autònoma de Barcelona, 08193-Bellaterra, Barcelona, Spain.
B Cristal•lografia, Mineralogia i Dipòsits Minerals, Universitat de Barcelona, Martí i Franquès s/n, 08028-Barcelona, Spain.
C Unitat de Difracció de RX. Centres Científics i Tecnològics de la Universitat de Barcelona (CCiTUB), Universitat de Barcelona, Solé i Sabarís 1-3, 08028-Barcelona, Spain.
D Corresponding author. Email: Josefina.Pons@uab.es
Australian Journal of Chemistry 66(6) 685-691 https://doi.org/10.1071/CH13021
Submitted: 13 January 2013 Accepted: 22 March 2013 Published: 13 June 2013
Abstract
In this paper we studied the reaction of ligands 2-[5-phenyl-1-(3,6,9-trioxodecane)-1H-pyrazol-3-yl]pyridine (L1) and 3,5-bis(2-pyridyl)-1-(3,6,9-trioxodecane)-1H-pyrazole (L2) with [MCl2(CH3CN)2] (M = Pd(ii), Pt(ii)), to obtain monomeric complexes [MCl2(L)] (M = Pd(ii): L = L1 (1), L = L2 (2); M = Pt(ii): L = L1 (3), L = L2 (4)). Additionally, the reaction of [Pd(CH3COO)2] with L1 (5) and L2 (6) was also studied pointing out dimeric structures with bridged acetates between the Pd(ii) atoms. All complexes were characterised by elemental analyses, conductivity measurements, infrared spectroscopy (IR), 1H, 13C{1H}, and 195Pt{1H} NMR spectroscopies, and electrospray ionisation mass spectrometry (MS-ESI(+)). The crystal structure of complex [PtCl2(L1)] (3) was determined by X-ray diffraction methods; it consists of a mononuclear complex where L1 acts as a bidentate chelate ligand. Moreover, we also studied the extended structure observing that the ether, present in the alkyl chain of the ligand, chlorine, and platinum moieties play a fundamental role in the final disposition of the supramolecular structure. All these results show how the design of an appropriate hybrid ligand can strongly influence the structural control of the molecular packing.
References
[1] R. Bishop, Chem. Soc. Rev. 1996, 25, 311.| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaK2sXltFWk&md5=50e260d945b66dc7a920d6484d6ad70bCAS |
[2] C. B. Aakerôy, K. R. Seddon, Chem. Soc. Rev. 1993, 22, 397.
| Crossref | GoogleScholarGoogle Scholar |
[3] W. Jones, Organic Molecular Solids 1997 (CRC Press: Boca Raton, FL).
[4] G. R. Desiraju, The Crystal as a Supramolecular Entity 1996 (John Wiley & Sons: Chichester).
[5] N. A. J. M. Sommerdijk, Angew. Chem. Int. Ed. 2003, 42, 3572.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD3sXmvFWksLY%3D&md5=524f506225c374e13890d744ae773822CAS |
[6] J. M. Lehn, Supramolecular Chemistry: Concepts and Perspectives 1995 (VCH: Weinheim).
[7] M. D. Hollingsworth, Science 2002, 295, 2410.
| 1:CAS:528:DC%2BD38XisFSlsrw%3D&md5=34b476c5550af944c14b18a021d1348aCAS | 11923527PubMed |
[8] M. Guerrero, J. Pons, M. Font-Bardia, T. Calvet, J. Ros, Polyhedron 2010, 29, 1083.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3cXht1ygtL4%3D&md5=ff1c83b07dd7f4ab311ef481b6c5b92bCAS |
[9] F. E. Hahn, M. C. Jahnke, Angew. Chem. Int. Ed. Engl. 2008, 47, 3122.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1cXlvVCrsr8%3D&md5=fc9c1a467ff83a0ac4a2b1a17bb19dc7CAS | 18398856PubMed |
[10] J. Pérez, L. Riera, Eur. J. Inorg. Chem. 2009, 4913.
| Crossref | GoogleScholarGoogle Scholar |
[11] M. Guerrero, J. Pons, J. Ros, J. Organomet. Chem. 2010, 695, 1957.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3cXptlaisbk%3D&md5=e8c8556697fd363bb83771e78cb005e9CAS |
[12] J. J. Neumann, M. Suri, G. Frank, Angew. Chem. Int. Ed. Engl. 2010, 49, 7790.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3cXhsVSrt73E&md5=37f594b9fd15e4fa0dcfaacc9e70dc4eCAS | 20821775PubMed |
[13] A. Boixassa, J. Pons, X. Solans, M. Font-Bardía, J. Ros, Inorg. Chim. Acta 2003, 346, 151.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD3sXhvFSrs7s%3D&md5=c7fbf058250add1ba5369ee88bed8646CAS |
[14] C. Luque, J. Pons, T. Calvet, M. Font-Bardía, J. García-Antón, J. Ros, Inorg. Chim. Acta 2011, 367, 35.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3MXhsFChs74%3D&md5=aa4d5085736ecba384d3fec227d60c3fCAS |
[15] M. Guerrero, J. Pons, V. Branchadell, T. Parella, X. Solans, M. Font-Bardia, J. Ros, Inorg. Chem. 2008, 47, 11084.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1cXhtlSlsrbN&md5=9424b0430b18ae5b7c212f2000c14e89CAS | 19228024PubMed |
[16] M. Guerrero, J. García-Antón, M. Tristany, J. Pons, J. Ros, K. Philippot, B. Chaudret, P. Lecante, Langmuir 2010, 26, 15532.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3cXhtFWru77E&md5=6ebf130fe21247f17bcb02ca80ec2036CAS | 20822133PubMed |
[17] M. Guerrero, J. Pons, T. Parella, M. Font-Bardía, T. Calvet, J. Ros, Inorg. Chem. 2009, 48, 8736.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1MXhtVWkurzN&md5=4e05dcc8ef104fb916d2288b62d430c2CAS | 19691307PubMed |
[18] (a) M. Guerrero, J. Pons, J. Ros, M. Font-Bardía, V. Branchadell, Cryst. Growth Des. 2012, 12, 3700.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC38Xot1Oksr0%3D&md5=29166552926f1fb5d701cf39dbc28dd8CAS |
(b) A. de Leon, M. Guerrero, J. García-Antón, J. Ros, M. Font-Bardia, J. Pons, CrystEngComm 2013, 15, 1762.
[19] (a) M. Guerrero, J. Pons, J. Ros, M. Font-Bardía, O. Vallcorba, J. Rius, V. Branchadell, A. Merkoçi, CrystEngComm 2011, 13, 6457.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3MXhtl2gurjL&md5=0aefbdb56f25f38f342d0822cb729470CAS |
(b) S. Muñoz, M. Guerrero, J. Ros, T. Parella, M. Font-Bardia, J. Pons, Cryst. Growth Des. 2012, 12, 6234.
| Crossref | GoogleScholarGoogle Scholar |
[20] V. Montoya, J. Pons, V. Branchadell, J. García-Antón, X. Solans, M. Font-Bardía, J. Ros, Organometallics 2008, 27, 1084.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1cXisVCmsr0%3D&md5=48ea63bbb7819a1b1a00b1476cca3c3aCAS |
[21] V. Montoya, J. Pons, V. Branchadell, J. García-Antón, X. Solans, M. Font-Bardía, J. Ros, Organometallics 2007, 26, 3183.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2sXls1emu78%3D&md5=e1ee0380e64f171784e4bf4be9f1c9d5CAS |
[22] V. Montoya, J. Pons, X. Solans, M. Font-Bardía, J. Ros, Inorg. Chim. Acta 2006, 359, 25.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2MXhtlCntLrN&md5=0eb0d6bdf92e09e7d2677012bb2d7160CAS |
[23] V. Montoya, J. Pons, V. Branchadell, J. García-Antón, X. Solans, M. Font-Bardía, J. Ros, Inorg. Chim. Acta 2007, 360, 625.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2sXks12itg%3D%3D&md5=c708db89b5cdc60e239aa2a414614243CAS |
[24] S. Muñoz, J. Pons, J. Ros, M. Font-Bardía, C. A. Kilner, M. A. Halcrow, Inorg. Chim. Acta 2011, 373, 211.
| Crossref | GoogleScholarGoogle Scholar |
[25] M. Guerrero, J. Pons, M. Font-Bardía, T. Calvet, J. Ros, Aust. J. Chem. 2010, 63, 958.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3cXnt1amsLw%3D&md5=4828e83389e29d69d41bd2e29ea79ac9CAS |
[26] L. K. Thompson, F. L. Lee, E. J. Gabe, Inorg. Chem. 1988, 27, 39.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaL1cXkslOqsw%3D%3D&md5=64bce674e9fb797724efe8c6659501e0CAS |
[27] W. J. Geary, Coord. Chem. Rev. 1971, 7, 81.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaE3MXlsVCgsrg%3D&md5=9f7b979f0c9ea8c56df98a4c8f0b6a5bCAS |
[28] D. H. Williams, I. Fleming, Spectroscopic Methods in Organic Chemistry 1995 (McGraw Hill: London).
[29] E. Pretch, T. Clerc, J. Seibl, W. Simon, Tables of Determination of Organic Compounds. 13C NMR, 1H NMR, IR, MS, UV/Vis, Chemical Laboratory Practice 1989 (Springer: Berlin).
[30] K. Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Compounds, 5th edn 1986 (Wiley & Sons: New York, NY).
[31] C. Luque, J. Pons, T. Calvet, M. Font-Bardía, J. García-Antón, J. Ros, Inorg. Chim. Acta 2011, 367, 35.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3MXhsFChs74%3D&md5=aa4d5085736ecba384d3fec227d60c3fCAS |
[32] L. Scuzová, Z. Trávnicek, M. Zatloukal, I. Popa, Bioorg. Med. Chem. 2006, 14, 479.
| Crossref | GoogleScholarGoogle Scholar |
[33] V. Montoya, J. Pons, X. Solans, M. Font-Bardía, J. Ros, Inorg. Chim. Acta 2005, 358, 2763.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2MXjvFWktL8%3D&md5=7e7f5084d2f908e555f642f9789eec96CAS |
[34] L. Holland, W.-Z. Shen, P. von Grabe, P. J. S. Miguel, F. Pichierri, A. Springer, C. A. Schalley, B. Lippert, Dalton Trans. 2011, 40, 5159.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3MXlt1Srsrs%3D&md5=32e843b6bb39dbf8c2f07a8142fcaaa1CAS | 21468389PubMed |
[35] T. V. Segapelo, I. A. Guzei, L. C. Spencer, W. E. Van Zyl, J. Darkwa, Inorg. Chim. Acta 2009, 362, 3314.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1MXltlOqsL8%3D&md5=b20638f94536c7a690237e1b02df8c2cCAS |
[36] E. Budzisz, M. Miernicka, I.-P. Lorenz, P. Mayer, U. Krajewska, M. Rozalski, Polyhedron 2009, 28, 637.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1MXhs1emt7c%3D&md5=3331decd17d35206ca4b27f99f8c7edbCAS |
[37] G. Aullón, D. Bellamy, L. Brammer, E. A. Bruton, A. G. Orpen, Chem. Commun. 1998, 67, 653.
| Crossref | GoogleScholarGoogle Scholar |
[38] M. J. Calhorda, Chem. Commun. 2000, 10, 801.
| Crossref | GoogleScholarGoogle Scholar |
[39] V. Balamurugan, J. Mukherjee, M. S. Hundal, R. Mukherjee, Struct. Chem. 2007, 18, 133.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2sXls1Gqs7w%3D&md5=8725804e30a62c2997c1c0fd8dd13c80CAS |
[40] J. W. Steed, J. L. Atwood, Supramolecular Chemistry, 2nd edn 2009 (John Wiley & Sons: New York, NY).
[41] J. Pons Picart, F. J. Sánchez, J. Casabó, J. Rius, A. Alvarez-Larena, J. Ros, Inorg. Chem. Commun. 2002, 5, 130.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD38XhtVSqt78%3D&md5=38748cf7c0f274dc713f9eb928120576CAS |
[42] S. Komiya, Synthesis of Organometallic Compounds: A Practice Guide 1997 (Ed. Board: New York, NY).
[43] F. P. Fanizzi, F. P. Intini, L. Maresca, G. Natile, J. Chem. Soc., Dalton Trans. 1990, 199.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaK3cXitV2ku78%3D&md5=853fec6d2acd4868031171681f0b10d7CAS |
[44] G. M. Sheldrick, Acta Crystallogr. 2008, A64, 112.