1. Synthesis and crystal structure of B-aryl-o-carboranes and electronic effects of B-o-carboranyl groups
- Author
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L. I. Zakharkin, N. I. Kobel'kova, A. V. Astakhin, A. I. Gusev, and Valery N. Kalinin
- Subjects
Magnesium ,Stereochemistry ,Aryl ,Chemical shift ,Organic Chemistry ,Halide ,chemistry.chemical_element ,Crystal structure ,Biochemistry ,Inorganic Chemistry ,NMR spectra database ,Crystallography ,chemistry.chemical_compound ,chemistry ,Ionization ,Materials Chemistry ,Electronic effect ,Physical and Theoretical Chemistry - Abstract
Dicarbadodecaborate(14) dianions interact with aryl magnesium halides and aryl lithiums forming B-aryldianions of dicarbadodecaborate(14), the oxidation of which with CuCl2 yields 3-, 4-, 8- and 9-aryl-o-carboranes. Molecular structures of 1,2-dimethyl-9-aryl-o-carborane and 4-(p-tolyl)-o-carborane were determined. On the basis of the ionization constants of B-(p- and m-carboxyphenyl)-o-carboranes and of 19F chemical shifts in the NMR spectra of B-(p- and m-fluorophenyl)-o-carboranes, it is established that 4-o- and 9-o-carboranyl groups are electron-releasing substituents.
- Published
- 1978