期刊
JOURNAL OF ORGANOMETALLIC CHEMISTRY
卷 849-850, 期 -, 页码 315-323出版社
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jorganchem.2017.03.025
关键词
nido-Carborane; Sulfonium derivatives; B-H center dot center dot center dot X hydride-halogen interactions; Synthesis; NMR spectroscopy
资金
- Russian Science Foundation [16-13-10331]
Convenient method of synthesis of 9-methylthio-7,8-nido-carborane [9-MeS-7,8-C2B9H11](-) based on demethylation of the dimethylsulfonium derivative 9-Me2S-7,8-C2B9H11 with sodium amide in toluene was developed. A series of alkylmethylsulfonium derivatives of nido-carborane containing heteroatoms with lone electron pairs at alpha-position of alkyl were prepared 9-XCH2(Me)S-7,8-C2B9H11 (X = Cl, Br, I, OMe) by alkylation of [9-MeS-7,8-C2B9H11](-). The B-11 NMR spectra of these compounds demonstrate splitting signals corresponding to B(5) and B(10) atoms that can be explained by the weak intramolecular B-H center dot center dot center dot X interactions in the diastereomers containing alkyl groups directed downwards and upwards relatively to the nido-carborane pentagonal face. The existence of such interactions was supported by quantum chemical calculations. (C) 2017 Elsevier B.V. All rights reserved.
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