Issue 22, 2004
From the journal:

Dalton Transactions

Sulfur, tin and gold derivatives of 1-(2′-pyridyl)-ortho-carborane, 1-R-2-X-1,2-C2B10H10 (R = 2′-pyridyl, X = SH, SnMe3 or AuPPh3)

Andrei S. Batsanov,a   Mark A. Fox,*a   Thomas G. Hibbert,a   Judith A. K. Howard,a   Raikko Kivekäs,b   Anna Laromaine,†c   Reijo Sillanpää,d   Clara Viñas*c  and  Kenneth Wadea  

* Corresponding authors

a Department of Chemistry, University of Durham, South Road, Durham, UK
E-mail: m.a.fox@durham.ac.uk

b Department of Chemistry, University of Helsinki, P.O. Box 55, Finland

c Institut de Ciència de Materials de Barcelona (CSIC), Campus de la U.A.B., Bellaterra, Spain
E-mail: clara@icmab.es
Fax: + 34 93 5805729
Tel: + 34 93 5805729

d Department of Chemistry, University of Jyväskylä, Finland

Abstract

Reaction of the lithium salt of 1-(2′-pyridyl)-ortho-carborane, Li[1-R-1,2-C2B10H10] (R = 2′-NC5H4), with sulfur, followed by hydrolysis, gave the mercapto-o-carborane, 1-R-2-SH-1,2-C2B10H10 which forms chiral crystals containing helical chains of molecules linked by intermolecular S–H⋯N hydrogen bonds. The cage C(1)–C(2) and exo C(2)–S bond lengths (1.730(3) and 1.775(2) Å, respectively) are indicative of exo S[double bond, length as m-dash]C π bonding. The tin derivative 1-R-2-SnMe3-1,2-C2B10H10, prepared from Li[1-R-1,2-C2B10H10] and Me3SnCl, crystallises with no significant intermolecular interactions. The pyridyl group lies in the C(1)–C(2)–Sn plane, oriented to minimise the N⋯Sn distance (2.861(3) Å). The tin environment is distorted trigonal bipyramidal with axial N and Me. The gold derivative 1-R-2-AuPPh3-1,2-C2B10H10, prepared from Li[1-R-1,2-C2B10H10] and AuCl(PPh3), reveals no N⋯Au interaction in its crystal structure.

Graphical abstract: Sulfur, tin and gold derivatives of 1-(2′-pyridyl)-ortho-carborane, 1-R-2-X-1,2-C2B10H10 (R = 2′-pyridyl, X = SH, SnMe3 or AuPPh3)

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Article information

DOI
https://doi.org/10.1039/B411099D
Article type
Paper
Submitted
20 Jul 2004
Accepted
28 Sep 2004
First published
15 Oct 2004

Dalton Trans., 2004, 3822-3828

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Sulfur, tin and gold derivatives of 1-(2′-pyridyl)-ortho-carborane, 1-R-2-X-1,2-C2B10H10 (R = 2′-pyridyl, X = SH, SnMe3 or AuPPh3)

A. S. Batsanov, M. A. Fox, T. G. Hibbert, J. A. K. Howard, R. Kivekäs, A. Laromaine, R. Sillanpää, C. Viñas and K. Wade, Dalton Trans., 2004, 3822 DOI: 10.1039/B411099D

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