Synthesis, reactivity and complexation studies of N,S exo-heterodisubstituted o-carborane ligands. Carborane as a platform to produce the uncommon bidentate chelating (pyridine)N-C-C-C-s(H) motif

Dalton Transactions : an International Journal of Inorganic Chemistry
Francesc TeixidorHana Horáková

Abstract

The synthesis of N,S-heterodisubstituted 1-(2'-pyridyl)-2-SR-1,2-closo-C2B10H10 compounds (R = Et, 2; R = (i)Pr, 3) has been accomplished starting from 1-(2'-pyridyl)-l,2-closo-C2B10H11 (1), and their partial deboronation reaction leading to the structurally chiral [7-(2'-pyridyl)-8-SR-7,8-nido-C2B9H10]-derivatives (R = Et, [4]-; R = (i)Pr, [5]-) has been studied. Capillary electrophoresis combined with the chiral selector alpha-cyclodextrin has permitted the separation of the electrophoretically pure racemic [7-(2'-pyridyl)-8-SR-7,8-nido-C2B9H11]- ions into two peaks each one corresponding to the interaction of one enantiomer with the alpha-cyclodextrin. The N,S-heterodisubstituted o-carborane containing a mercapto group, 1-(2'-pyridyl)-2-SH-1,2-closo-C2B10H10, 1, is one of the two examples of a rigid bidentate chelating (pyridine)N-C-C-C-S(H) motif having been structurally fully characterized. To study the potential of such a binding site, 1 has been tested as a ligand with metal ions requiring different coordination numbers, two (Au(+)) and four (Pd2+ and Rh+). The crystal structures of the Pd(II) and Au(I) complexes are reported. For the Pd(II) complex, 1 acts as a bidentate ligand whereas for Au(I), 1 acts as a monodentate...Continue Reading

References

Apr 9, 1997·Inorganic Chemistry·F. TeixidorR. Sillanpää
Dec 26, 2001·Chemical Reviews·R Vespalec, P Bocek
Feb 19, 2002·Chemical Reviews·Albert H. SolowayJ. Gerald Wilson
Apr 5, 2002·Acta Crystallographica. Section C, Crystal Structure Communications·Sari PaavolaRaikko Kivekäs
Nov 13, 2004·Dalton Transactions : an International Journal of Inorganic Chemistry·Andrei S BatsanovKenneth Wade
Aug 1, 2007·Dalton Transactions : an International Journal of Inorganic Chemistry·Clara ViñasElies Molins

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Citations

Jan 9, 2013·Chemistry : a European Journal·Zi-Jian YaoGuo-Xin Jin
May 24, 2014·Electrophoresis·Pavel RezankaDavid Sýkora
Nov 10, 2013·Dalton Transactions : an International Journal of Inorganic Chemistry·Nicole HarmgarthFrank T Edelmann
Jan 17, 2017·Dalton Transactions : an International Journal of Inorganic Chemistry·Yang GaoGuo-Xin Jin
Mar 13, 2008·Dalton Transactions : an International Journal of Inorganic Chemistry·Jonathan BouldFrancesc Teixidor
Jan 27, 2012·Dalton Transactions : an International Journal of Inorganic Chemistry·Zheng DangYue Teng
Feb 6, 2017·Dalton Transactions : an International Journal of Inorganic Chemistry·Pablo CrujeirasAntonio Sousa-Pedrares

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