Nucleophilic substitution of 1-phenyl-2-phenyl telfuropropane to yield 2-halo-1-phenylpropanes

Authors
Ogura, F Okada, Y Nishimura, N Hamamoto, K Miyakawa, M Otsubo, T Aso, Y Inoue, S Tsutsui, K
Citation
F. Ogura et al., Nucleophilic substitution of 1-phenyl-2-phenyl telfuropropane to yield 2-halo-1-phenylpropanes, PHOSPHOR SU, 171, 2001, pp. 457-464
Citations number
11
Categorie Soggetti
Inorganic & Nuclear Chemistry
Journal title
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
ISSN journal
10426507 → ACNP
Volume
171
Year of publication
2001
Pages
457 - 464
Database
ISI
SICI code
1042-6507(2001)171:<457:NSO1TT>2.0.ZU;2-O
Abstract
Mechanism of a novel transformation of the alkyl phenyltellurides to alkyl halides via nucleophilic substitution of the phenyltelluro group in organot elluriums is studied on the basis of kinetics and stereochemistry using the titled chiral substrate. The results obtained strongly suggest that the su bstitutions proceed via S(N)2 mechanism with Walden inversion and very low Arrhenius' energies of activation.