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Electrochemical and spectroelectrochemical studies of C-benzodiazaborolyl-ortho-carboranes

Weber, L.; Kahlert, J.; Boehling, L.; Brockhinke, A.; Stammler, H.-G.; Neumann, Beate; Harder, R.A.; Low, P.J.; Fox, M.A.

Electrochemical and spectroelectrochemical studies of C-benzodiazaborolyl-ortho-carboranes Thumbnail


Authors

L. Weber

J. Kahlert

L. Boehling

A. Brockhinke

H.-G. Stammler

Beate Neumann

R.A. Harder

P.J. Low



Abstract

Fifteen C-diazaborolyl-ortho-carboranes, 1-R′-2-R′′-1,2-C2B10H10, where R′ represents the groups 2-(1,3-Et2-1,3,2-N2BC6H4)-, 2-(1,3-Ph2-1,3,2-N2BC6H4)-, 2-(1,3-Ph2-5,6-Me2-1,3,2-N2BC6H2)-, 2-(1,3-iPr2-1,3,2-N2BC6H4)-, and 2-(1,3,2-N2BC6H6)- and where R′′ is H, Me, Ph, tBu or SiMe3, were synthesized. Cyclic voltammetry studies of the compounds showed irreversible oxidation waves which are caused by the oxidation of the heterocycle. Those C-diazaborolyl-ortho-carboranes with Ph, tBu and SiMe3 substituents at the adjacent C-atom of the cage displayed two one-electron reduction waves reflecting the formation of stable radical monoanions with unusual (2n + 3) skeletal electron counts. The geometries of these anions were determined by combinations of infrared, UV-visible spectroelectrochemical and computational studies. Additionally the structures of seven new C-diazaborolyl-ortho-carboranes and one new 2-bromo-1,3,2-benzodiazaborole were determined by X-ray crystallography and compared with previously obtained structures.

Citation

Weber, L., Kahlert, J., Boehling, L., Brockhinke, A., Stammler, H., Neumann, B., …Fox, M. (2013). Electrochemical and spectroelectrochemical studies of C-benzodiazaborolyl-ortho-carboranes. Dalton Transactions, 42(6), 2266-2281. https://doi.org/10.1039/c2dt32378h

Journal Article Type Article
Publication Date Feb 14, 2013
Deposit Date May 2, 2013
Publicly Available Date Mar 28, 2024
Journal Dalton Transactions
Print ISSN 1477-9226
Electronic ISSN 1477-9234
Publisher Royal Society of Chemistry
Peer Reviewed Peer Reviewed
Volume 42
Issue 6
Pages 2266-2281
DOI https://doi.org/10.1039/c2dt32378h

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