Copyright (c) 2024 Dr. Devajani Boruah Assistant Professor, Department of Chemistry, Silapathar Science College
This work is licensed under a Creative Commons Attribution 4.0 International License.
Synthesis and Characterization of Novel Cationic Phosphinoamine-Pd(II) Complexes of Imidazole
Corresponding Author(s) : Devajani Boruah
Asian Journal of Chemistry,
Vol. 36 No. 11 (2024): Vol 36 Issue 11, 2024
Abstract
Two new cationic Pd(II) complexes [PdCl{η2-(P,N)PPh2py}{η1-(N)DiphIm}](PF6) (1) and [PdCl{η2-(P,N)PPh2Etpy}{η1-(N)DiphIm}](PF6) (2), where PPh2py is 2-(diphenylphosphino)pyridine and PPh2Etpy is 2-{2-(diphenylphosphino)ethyl}pyridine), have been synthesized by reacting 4,5-diphenylimidazole (4,5-DiphIm) with the respective complexes [PdCl2{η2-(P,N)PPh2py}] and [PdCl2{η2-(P,N)PPh2Etpy}] in 1:1 molar ratio by stirring in dichloromethane in presence of NH4PF6 under N2 at room temperature. The complexes were characterized by elemental analysis, ESI(+)MS, UV-vis, FTIR, conductivity measurements, thermal analysis and 1H and 31P{1H} NMR studies.
Keywords
Download Citation
Endnote/Zotero/Mendeley (RIS)BibTeX
- N. Miyaura and A. Suzuki, Chem. Rev., 95, 2457 (1995); https://doi.org/10.1021/cr00039a007
- A.M. Trzeciak and J.J. Ziólkowski, Coord. Chem. Rev., 249, 2308 (2005); https://doi.org/10.1016/j.ccr.2005.02.001
- M. Mondal and U. Bora, Green Chem., 14, 1873 (2012); https://doi.org/10.1039/c2gc35401b
- G. Borah, P. P. Sarmah and D. Boruah, Bull. Korean Chem. Soc., 36, 1226 (2015); https://doi.org/ 10.1002/bkcs.10237
- T.F. Vaughan and J. Spencer, Dalton Trans., 42, (2016); https://doi.org/10.1039/c6dt02041k
- J. Baruah, R. Gogoi, N. Gogoi and G. Borah, Transition Met. Chem., 42, 683 (2017); https://doi.org/10.1007/s11243-017-0174-4
- P. Ruiz-Castillo and S.L. Buchwald, Chem. Rev., 116, 12564 (1995); https://doi.org/10.1021/acs.chemrev.6b00512
- M. Trivedi, G. Singh, R. Nagarajan and N.P. Rath, Inorg. Chim. Acta, 394, 107 (2013); https://doi.org/10.1016/j.ica.2012.08.003
- G. Borah, D. Boruah, G. Sarmah, S.K. Bharadwaj and U. Bora, Appl. Organometal. Chem., 27, 688 (2013); https://doi.org/10.1002/aoc.3029
- S. Paul, M.M. Islam and S.M. Islam, RSC Adv., 5, 53, 42193 (2015); https://doi.org/10.1039/c4ra17308b
- P. Das and W. Linert, Coord. Chem. Rev., 311, 1 (2016); https://doi.org/10.1016/j.ccr.2015.11.010
- T. Begum, M. Mondal, M.P. Borpuzari, R. Kar, G. Kalita, P.K. Gogoi and U. Bora, Dalton Trans., 46, 539 (2017); https://doi.org/10.1039/c6dt03097a
- E. Keskin and H. Arslan, Heliyon, 9, 7 (2023); https://doi.org/10.1016/j.heliyon.2023.e17608
- A. Adamson, Y.P. Budiman, I. Mkhalid, R. Muhammad, M.N. Arshad, M.R. Alhaddad and A.M. Asiri, J. Struct. Chem., 61, 3, 489 (2020); https://doi.org/10.26902/JSC_id52884
- A. Suzuki, Angew. Chem. Int. Ed., 50, 6722 (2011); https://doi.org/10.1002/anie.201101379
- A. Balanta, C. Godard and C. Claver, Chem. Soc. Rev., 40, 4973 (2011); https://doi.org/10.1039/C1CS15195A
- P. Devendar, R.-Y. Qu, W.-M. Kang, B. He and G.-F. Yang, J. Agric. Food Chem., 66, 8914 (2018); https://doi.org/ 10.1021/acs.jafc.8b03792
- J. Rayadurgam, S. Sana, M. Sasikumar and Q. Gu, Org. Chem. Front., 8, 384 (2021); https://doi.org/ 10.1039/D0QO01146K
- B. Saikia, A.A. Ali, P.R. Boruah, D. Sarma and N.C. Barual, New J. Chem., 39, 2440 (2015); https://doi.org/10.1039/C5NJ00288E
- C. Zhang, J. Huang, M.L. Trudell and S.P. Nolan, J. Org. Chem., 64, 3804 (1999); https://doi.org/10.1021/jo990554o
- G.A. Grasa, M.S. Viciu, J. Huang, C. Zhang, M.L. Trudell and S.P. Nolan, Organometallics, 21, 2866 (2002); https://pubs.acs.org/doi/10.1021/om020178p
- C.J. Mathews, P.J. Smith and T. Welton, J. Mol. Catal. A: Chem., 206, 77 (2003); https://doi.org/10.1016/S1381-1169(03)00447-3
- C.J. Mathews, P.J. Smith and T. Welton, J. Mol. Catal. A: Chem., 214, 27 (2004); https://doi.org/10.1016/j.molcata.2003.11.030
- M. Trivedi, G. Singh, R. Nagarajan and N.P. Rath, Inorg. Chim. Acta, 394, 107 (2013); https://doi.org/10.1016/j.ica.2012.08.003
- D. Drew and J.R. Doyle, in eds.: F.A. Cotton, Cyclic Diolefin Complexes of Platinum and Palladium; In: Inorganic Syntheses, Wiley, vol. 13, p. 47 (1972).
- C.G. Arena, E. Rotondo, F. Faraone, M. Lanfranchi and A. Tiripicchio, Organometallics, 10, 3877 (1991); https://doi.org/10.1021/om00057a018
- V.E. Uhlig and S. Keiser, Z. Anorg. Allg. Chem., 406, 1 (1974); https://doi.org/10.1002/zaac.19744060102
- V. Díez, G. Espino, F.A. Jalón, B.R. Manzano and M. Pérez-Manrique, J. Organomet. Chem., 692, 1482 (2007); https://doi.org/10.1016/j.jorganchem.2006.11.045
- M.S. Szulmanowicz, W. Zawartka, A. Gniewek and A.M. Trzeciak, Inorg. Chim. Acta., 363, 4346 (2010); https://doi.org/10.1016/j.ica.2010.08.037
- K. Wajda-Hermanowicz, Z. Ciunik and A. Kochel, Inorg. Chem., 45, 3369 (2006); https://pubs.acs.org/doi/10.1021/ic051442k
- P. Das, P.P. Sarmah, M. Borah and A.K. Phukan, Inorg. Chim. Acta., 362, 5001 (2009); https://doi.org/10.1016/j.ica.2009.08.006
- N.M.F. Carvalho, A. Horn Jr., A. J. Bortoluzzi, V. Drago and O.A.C. Antunes, Inorg. Chim. Acta., 359, 90 (2006); https://doi.org/10.1016/j.ica.2005.07.010
- D. Sutton, Electronic Spectra of Transition Metal Complexes, McGraw-Hill: London (1968).
- Y. Xie, C.-L. Lee, Y. Yang, S. J. Rettig and B. R. James, Can. J. Chem., 70, 751 (1992); https://doi.org/10.1139/v92-100
- P. Kumar, M. Yadav, A.K. Singh and D.S. Pandey, Eur. J. Inorg. Chem., 5, 704 (2010); https://doi.org/10.1002/ejic.200901004
- M.L. Clarke, A.M.Z. Slawin, M.V. Wheatley and J.D. Woollins, J. Chem. Soc., Dalton Trans., 3421 (2001); https://doi.org/10.1039/B104523G
- P.E. Garrou, Chem. Rev., 81, 229 (1981); https://doi.org/10.1021/cr00043a002
- S. Hietkamp, D.J. Stufkens and K. Vrieze, J. Organomet. Chem., 169, 107 (1979); https://doi.org/10.1016/S0022-328X(00)81461-8
- P. Govindaswamy, P.J. Carroll, Y.A. Mozharivskyj and M.R. Kollipara, J. Chem. Sci., 118, 319 (2006); https://doi.org/10.1007/BF02708525
- J. Flapper, H. Kooijman, M. Lutz, A.L. Spek, P.W.N.M. van Leeuwen, C.J. Elsevier and P.C.J. Kamer, Organometallics, 28, 1180 (2009); https://doi.org/10.1021/om800903n
References
N. Miyaura and A. Suzuki, Chem. Rev., 95, 2457 (1995); https://doi.org/10.1021/cr00039a007
A.M. Trzeciak and J.J. Ziólkowski, Coord. Chem. Rev., 249, 2308 (2005); https://doi.org/10.1016/j.ccr.2005.02.001
M. Mondal and U. Bora, Green Chem., 14, 1873 (2012); https://doi.org/10.1039/c2gc35401b
G. Borah, P. P. Sarmah and D. Boruah, Bull. Korean Chem. Soc., 36, 1226 (2015); https://doi.org/ 10.1002/bkcs.10237
T.F. Vaughan and J. Spencer, Dalton Trans., 42, (2016); https://doi.org/10.1039/c6dt02041k
J. Baruah, R. Gogoi, N. Gogoi and G. Borah, Transition Met. Chem., 42, 683 (2017); https://doi.org/10.1007/s11243-017-0174-4
P. Ruiz-Castillo and S.L. Buchwald, Chem. Rev., 116, 12564 (1995); https://doi.org/10.1021/acs.chemrev.6b00512
M. Trivedi, G. Singh, R. Nagarajan and N.P. Rath, Inorg. Chim. Acta, 394, 107 (2013); https://doi.org/10.1016/j.ica.2012.08.003
G. Borah, D. Boruah, G. Sarmah, S.K. Bharadwaj and U. Bora, Appl. Organometal. Chem., 27, 688 (2013); https://doi.org/10.1002/aoc.3029
S. Paul, M.M. Islam and S.M. Islam, RSC Adv., 5, 53, 42193 (2015); https://doi.org/10.1039/c4ra17308b
P. Das and W. Linert, Coord. Chem. Rev., 311, 1 (2016); https://doi.org/10.1016/j.ccr.2015.11.010
T. Begum, M. Mondal, M.P. Borpuzari, R. Kar, G. Kalita, P.K. Gogoi and U. Bora, Dalton Trans., 46, 539 (2017); https://doi.org/10.1039/c6dt03097a
E. Keskin and H. Arslan, Heliyon, 9, 7 (2023); https://doi.org/10.1016/j.heliyon.2023.e17608
A. Adamson, Y.P. Budiman, I. Mkhalid, R. Muhammad, M.N. Arshad, M.R. Alhaddad and A.M. Asiri, J. Struct. Chem., 61, 3, 489 (2020); https://doi.org/10.26902/JSC_id52884
A. Suzuki, Angew. Chem. Int. Ed., 50, 6722 (2011); https://doi.org/10.1002/anie.201101379
A. Balanta, C. Godard and C. Claver, Chem. Soc. Rev., 40, 4973 (2011); https://doi.org/10.1039/C1CS15195A
P. Devendar, R.-Y. Qu, W.-M. Kang, B. He and G.-F. Yang, J. Agric. Food Chem., 66, 8914 (2018); https://doi.org/ 10.1021/acs.jafc.8b03792
J. Rayadurgam, S. Sana, M. Sasikumar and Q. Gu, Org. Chem. Front., 8, 384 (2021); https://doi.org/ 10.1039/D0QO01146K
B. Saikia, A.A. Ali, P.R. Boruah, D. Sarma and N.C. Barual, New J. Chem., 39, 2440 (2015); https://doi.org/10.1039/C5NJ00288E
C. Zhang, J. Huang, M.L. Trudell and S.P. Nolan, J. Org. Chem., 64, 3804 (1999); https://doi.org/10.1021/jo990554o
G.A. Grasa, M.S. Viciu, J. Huang, C. Zhang, M.L. Trudell and S.P. Nolan, Organometallics, 21, 2866 (2002); https://pubs.acs.org/doi/10.1021/om020178p
C.J. Mathews, P.J. Smith and T. Welton, J. Mol. Catal. A: Chem., 206, 77 (2003); https://doi.org/10.1016/S1381-1169(03)00447-3
C.J. Mathews, P.J. Smith and T. Welton, J. Mol. Catal. A: Chem., 214, 27 (2004); https://doi.org/10.1016/j.molcata.2003.11.030
M. Trivedi, G. Singh, R. Nagarajan and N.P. Rath, Inorg. Chim. Acta, 394, 107 (2013); https://doi.org/10.1016/j.ica.2012.08.003
D. Drew and J.R. Doyle, in eds.: F.A. Cotton, Cyclic Diolefin Complexes of Platinum and Palladium; In: Inorganic Syntheses, Wiley, vol. 13, p. 47 (1972).
C.G. Arena, E. Rotondo, F. Faraone, M. Lanfranchi and A. Tiripicchio, Organometallics, 10, 3877 (1991); https://doi.org/10.1021/om00057a018
V.E. Uhlig and S. Keiser, Z. Anorg. Allg. Chem., 406, 1 (1974); https://doi.org/10.1002/zaac.19744060102
V. Díez, G. Espino, F.A. Jalón, B.R. Manzano and M. Pérez-Manrique, J. Organomet. Chem., 692, 1482 (2007); https://doi.org/10.1016/j.jorganchem.2006.11.045
M.S. Szulmanowicz, W. Zawartka, A. Gniewek and A.M. Trzeciak, Inorg. Chim. Acta., 363, 4346 (2010); https://doi.org/10.1016/j.ica.2010.08.037
K. Wajda-Hermanowicz, Z. Ciunik and A. Kochel, Inorg. Chem., 45, 3369 (2006); https://pubs.acs.org/doi/10.1021/ic051442k
P. Das, P.P. Sarmah, M. Borah and A.K. Phukan, Inorg. Chim. Acta., 362, 5001 (2009); https://doi.org/10.1016/j.ica.2009.08.006
N.M.F. Carvalho, A. Horn Jr., A. J. Bortoluzzi, V. Drago and O.A.C. Antunes, Inorg. Chim. Acta., 359, 90 (2006); https://doi.org/10.1016/j.ica.2005.07.010
D. Sutton, Electronic Spectra of Transition Metal Complexes, McGraw-Hill: London (1968).
Y. Xie, C.-L. Lee, Y. Yang, S. J. Rettig and B. R. James, Can. J. Chem., 70, 751 (1992); https://doi.org/10.1139/v92-100
P. Kumar, M. Yadav, A.K. Singh and D.S. Pandey, Eur. J. Inorg. Chem., 5, 704 (2010); https://doi.org/10.1002/ejic.200901004
M.L. Clarke, A.M.Z. Slawin, M.V. Wheatley and J.D. Woollins, J. Chem. Soc., Dalton Trans., 3421 (2001); https://doi.org/10.1039/B104523G
P.E. Garrou, Chem. Rev., 81, 229 (1981); https://doi.org/10.1021/cr00043a002
S. Hietkamp, D.J. Stufkens and K. Vrieze, J. Organomet. Chem., 169, 107 (1979); https://doi.org/10.1016/S0022-328X(00)81461-8
P. Govindaswamy, P.J. Carroll, Y.A. Mozharivskyj and M.R. Kollipara, J. Chem. Sci., 118, 319 (2006); https://doi.org/10.1007/BF02708525
J. Flapper, H. Kooijman, M. Lutz, A.L. Spek, P.W.N.M. van Leeuwen, C.J. Elsevier and P.C.J. Kamer, Organometallics, 28, 1180 (2009); https://doi.org/10.1021/om800903n