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

Article abstract of DOI:10.1080/10426500108046652

Mechanism of a novel transformation of the alkyl phenyltellurides to alkyl halides via nucleophilic substitution of the phenyltelluro group in organotelluriums is studied on the basis of kinetics and stereochemistry using the titled chiral substrate. The results obtained strongly suggest that the substitutions proceed via S_N2 mechanism with Walden inversion and very low Arrhenius' energies of activation.

Full text of DOI:10.1080/10426500108046652

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Phosphorus, Sulfur, and Silicon
and the Related Elements
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Nucleophilic Substitution
of 1-Yhenyl-2-Phenyl
Telluropropane to Yield 2-
Halo-1-Phenylpropanes
Fumio Ogura a , Yoshiharu Okada a , Naoko Nishimura
a , Kenichiro Hamamoto a , Makoto Miyakawa a
,
Tetsuo Otsubo b , Yoshio Aso b , Shinobu Inoue b
Koji Tsutsui b
&
a Department of Chemistry and Environmental
Technology, Faculty of Engineering , Kinki
University , Umenobe-1, Takaya, Higashi-Hiroshima,
739-2116, Japan
b Department of Applied Chemistry, Faculty
of Engineering , Hiroshima University , 1-4-1,
Kagamiyama, Higashi-Hiroshima, 739-8527, Japan
Published online: 04 Oct 2006.
To cite this article: Fumio Ogura , Yoshiharu Okada , Naoko Nishimura , Kenichiro
Hamamoto , Makoto Miyakawa , Tetsuo Otsubo , Yoshio Aso , Shinobu Inoue & Koji
Tsutsui (2001) Nucleophilic Substitution of 1-Yhenyl-2-Phenyl Telluropropane to Yield
2-Halo-1-Phenylpropanes, Phosphorus, Sulfur, and Silicon and the Related Elements,
172:1, 203-210, DOI: 10.1080/10426500108046652
To link to this article: http://dx.doi.org/10.1080/10426500108046652
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