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; Mark A Fox; Thomas G Hibbert; Judith A K Howard; Raikko Kivekäs; Anna Laromaine; Reijo Sillanpää; Clara Viñas; Kenneth Wade

doi:10.1039/B411099D

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)

Dalton Trans. 2004 Nov 21:(22):3822-8. doi: 10.1039/B411099D. Epub 2004 Oct 15.

Authors

Andrei S Batsanov¹, Mark A Fox, Thomas G Hibbert, Judith A K Howard, Raikko Kivekäs, Anna Laromaine, Reijo Sillanpää, Clara Viñas, Kenneth Wade

Affiliation

¹ Department of Chemistry, University of Durham, South Road, Durham DH1 3LE, UK.

PMID: 15540124
DOI: 10.1039/B411099D

Abstract

Reaction of the lithium salt of 1-(2'-pyridyl)-ortho-carborane, Li[1-R-1,2-C(2)B(10)H(10)](R = 2'-NC(5)H(4)), with sulfur, followed by hydrolysis, gave the mercapto-o-carborane, 1-R-2-SH-1,2-C(2)B(10)H(10) 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)[Angstrom], respectively) are indicative of exo S=C pi bonding. The tin derivative 1-R-2-SnMe(3)-1,2-C(2)B(10)H(10), prepared from Li[1-R-1,2-C(2)B(10)H(10)] and Me(3)SnCl, crystallises with no significant intermolecular interactions. The pyridyl group lies in the C(1)-C(2)-Sn plane, oriented to minimise the NSn distance (2.861(3)[Angstrom]). The tin environment is distorted trigonal bipyramidal with axial N and Me. The gold derivative 1-R-2-AuPPh(3)-1,2-C(2)B(10)H(10), prepared from Li[1-R-1,2-C(2)B(10)H(10)] and AuCl(PPh(3)), reveals no NAu interaction in its crystal structure.