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Hybrid (Te, N) and (N, Te, N) ligands having pyrrolidine ring and their palladium(II) and mercury(II) complexes: synthesis and crystal structures

Hybrid (Te, N) and (N, Te, N) ligands having pyrrolidine ring and their palladium(II) and mercury(II) complexes: synthesis and crystal structures
Hybrid (Te, N) and (N, Te, N) ligands having pyrrolidine ring and their palladium(II) and mercury(II) complexes: synthesis and crystal structures
Reactions of (2-choroethyl)pyrrolidine hydrochloride with ArTe- or Te2- generated in situ by borohydride reduction of Ar2Te2 or elemental tellurium give N-{2-(4-methoxyphenyltelluro)ethyl}pyrrolidine (L-1) or bis{2-(pyrrolidine-N-yl)ethyl} telluride (L-2), respectively, as viscous liquids, which are characterized by H-1- and C-13 {H-1}-NMR spectroscopy. The potentially bidentate hybrid organotellurium ligand (L-1) reacts with HgBr2 and Na2PdCl4 to give complexes [HgBr2.L-1] (1) and [PdCl2.L-1] (2) respectively. The potentially tridentate ligand (L-2) also forms a complex [HgBr2.L-2] (3). All three complexes give characteristic H-1- and C-13{H-1}-NMR spectra, although the deshielding of carbon atoms linked to Te/N as well as protons attached to them is small in the case of both Hg complexes. The single crystal structures of 1-3 have been solved. In 1 and 2 the ligand L-1 coordinates via Te and N both with metal indicating that the pyrrolidine N has good ligating strength. The Pd-Te and Hg-Te bond lengths are 2.4781(3) and 2.747(1) Angstrom, respectively. The Pd-Cl trans to Te (2.3915(7) Angstrom) is longer than other Pd-Cl bond length. There are two independent molecules in the asymmetric unit of 3 that have essentially the same bidentate molecular structures. There is no evidence of significant intermolecular Hg-Br bonding. The Hg-Te bond in 3 (ave. 2.686(2) Angstrom) is shorter than in 1. The potentially tridentate ligand L 2 in complex 3 coordinates only as a bidentate donor. The molecular weights of 1 and 2 are close to double the formula weight indicating strong molecular association in solution. Te-C(alkyl) is somewhat longer than Te-C(aryl) for complexes 1 and 2.
n-{2-(4-methoxyphenyltelluro)ethyl}pyrrolidine, bis{2-(pyrrolidine-n-yl)ethyl}telluride, mercury, palladium, hybridorganotellurium ligand, complexes, crystal structuren-(2-(4-methoxyphenyltelluro)ethyl)morpholine l-1, chemistry, ruthenium(ii), platinum(ii), ligation, chloride
0022-328X
20-26
Singh, G.
62e4a684-df0e-4c1c-aa2a-aea095e5becf
Singh, A. K.
c8db0073-98b0-436c-8247-1cdda740765c
Sharma, P.
d5d7eb8e-e0f4-4538-89ec-fc57d76dab84
Drake, J. E.
dee0cd4d-79bf-4024-ad9c-d61bfaf9216b
Hursthouse, M. B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Light, M. E.
cf57314e-6856-491b-a8d2-2dffc452e161
Singh, G.
62e4a684-df0e-4c1c-aa2a-aea095e5becf
Singh, A. K.
c8db0073-98b0-436c-8247-1cdda740765c
Sharma, P.
d5d7eb8e-e0f4-4538-89ec-fc57d76dab84
Drake, J. E.
dee0cd4d-79bf-4024-ad9c-d61bfaf9216b
Hursthouse, M. B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Light, M. E.
cf57314e-6856-491b-a8d2-2dffc452e161

Singh, G., Singh, A. K., Sharma, P., Drake, J. E., Hursthouse, M. B. and Light, M. E. (2003) Hybrid (Te, N) and (N, Te, N) ligands having pyrrolidine ring and their palladium(II) and mercury(II) complexes: synthesis and crystal structures. Journal of Organometallic Chemistry, 688 (1-2), 20-26. (doi:10.1016/j.jorganchem.2003.08.024).

Record type: Article

Abstract

Reactions of (2-choroethyl)pyrrolidine hydrochloride with ArTe- or Te2- generated in situ by borohydride reduction of Ar2Te2 or elemental tellurium give N-{2-(4-methoxyphenyltelluro)ethyl}pyrrolidine (L-1) or bis{2-(pyrrolidine-N-yl)ethyl} telluride (L-2), respectively, as viscous liquids, which are characterized by H-1- and C-13 {H-1}-NMR spectroscopy. The potentially bidentate hybrid organotellurium ligand (L-1) reacts with HgBr2 and Na2PdCl4 to give complexes [HgBr2.L-1] (1) and [PdCl2.L-1] (2) respectively. The potentially tridentate ligand (L-2) also forms a complex [HgBr2.L-2] (3). All three complexes give characteristic H-1- and C-13{H-1}-NMR spectra, although the deshielding of carbon atoms linked to Te/N as well as protons attached to them is small in the case of both Hg complexes. The single crystal structures of 1-3 have been solved. In 1 and 2 the ligand L-1 coordinates via Te and N both with metal indicating that the pyrrolidine N has good ligating strength. The Pd-Te and Hg-Te bond lengths are 2.4781(3) and 2.747(1) Angstrom, respectively. The Pd-Cl trans to Te (2.3915(7) Angstrom) is longer than other Pd-Cl bond length. There are two independent molecules in the asymmetric unit of 3 that have essentially the same bidentate molecular structures. There is no evidence of significant intermolecular Hg-Br bonding. The Hg-Te bond in 3 (ave. 2.686(2) Angstrom) is shorter than in 1. The potentially tridentate ligand L 2 in complex 3 coordinates only as a bidentate donor. The molecular weights of 1 and 2 are close to double the formula weight indicating strong molecular association in solution. Te-C(alkyl) is somewhat longer than Te-C(aryl) for complexes 1 and 2.

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More information

Published date: 15 December 2003
Keywords: n-{2-(4-methoxyphenyltelluro)ethyl}pyrrolidine, bis{2-(pyrrolidine-n-yl)ethyl}telluride, mercury, palladium, hybridorganotellurium ligand, complexes, crystal structuren-(2-(4-methoxyphenyltelluro)ethyl)morpholine l-1, chemistry, ruthenium(ii), platinum(ii), ligation, chloride

Identifiers

Local EPrints ID: 20082
URI: http://eprints.soton.ac.uk/id/eprint/20082
ISSN: 0022-328X
PURE UUID: 39026946-693e-4f8a-a4f2-12d91865f116
ORCID for M. E. Light: ORCID iD orcid.org/0000-0002-0585-0843

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Date deposited: 23 Feb 2006
Last modified: 16 Mar 2024 03:04

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Contributors

Author: G. Singh
Author: A. K. Singh
Author: P. Sharma
Author: J. E. Drake
Author: M. E. Light ORCID iD

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