Germylation and silylation of phenoxy- and phenylthiopropynes and phenoxyallene

G. S. Lyashenko; A. Kh Filippova; I. D. Kalikhman; V. V. Keiko; O. A. Kruglaya; N. S. Vyazankin

doi:10.1007/BF00949735

Germylation and silylation of phenoxy- and phenylthiopropynes and phenoxyallene

G. S. Lyashenko, A. Kh Filippova, I. D. Kalikhman, V. V. Keiko, O. A. Kruglaya, N. S. Vyazankin

Research output: Contribution to journal › Article › peer-review

Abstract

1. Reaction of triethylgermyllithium with 3-phenoxy- or 3-phenylthio-1-propyne occurs principally in the direction of metallization at the acetylenic hydrogen atom. The isomeric 1-phenoxy- or 1-phenylthio-1-propynes under these conditions do not form addition products at the triple bond. In reaction with phenoxyallene the Et₃Ge anion mainly attacks the terminal methylene group. 2. Hydrogermylation and hydrosilylation of these compounds takes place nonregiospecifically with formation of the α and β adducts. Phenoxyallene adds on to triethylgermane in the 1,2- and 2,3- positions.

Original language	English
Pages (from-to)	654-658
Number of pages	5
Journal	Bulletin of the Academy of Sciences of the USSR Division of Chemical Science
Volume	30
Issue number	4
DOIs	https://doi.org/10.1007/BF00949735
State	Published - 1 Apr 1981
Externally published	Yes

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title = "Germylation and silylation of phenoxy- and phenylthiopropynes and phenoxyallene",

abstract = "1. Reaction of triethylgermyllithium with 3-phenoxy- or 3-phenylthio-1-propyne occurs principally in the direction of metallization at the acetylenic hydrogen atom. The isomeric 1-phenoxy- or 1-phenylthio-1-propynes under these conditions do not form addition products at the triple bond. In reaction with phenoxyallene the Et3Ge anion mainly attacks the terminal methylene group. 2. Hydrogermylation and hydrosilylation of these compounds takes place nonregiospecifically with formation of the α and β adducts. Phenoxyallene adds on to triethylgermane in the 1,2- and 2,3- positions.",

author = "Lyashenko, {G. S.} and Filippova, {A. Kh} and Kalikhman, {I. D.} and Keiko, {V. V.} and Kruglaya, {O. A.} and Vyazankin, {N. S.}",

year = "1981",

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day = "1",

doi = "10.1007/BF00949735",

language = "English",

volume = "30",

pages = "654--658",

journal = "Russian Chemical Bulletin",

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TY - JOUR

T1 - Germylation and silylation of phenoxy- and phenylthiopropynes and phenoxyallene

AU - Lyashenko, G. S.

AU - Filippova, A. Kh

AU - Kalikhman, I. D.

AU - Keiko, V. V.

AU - Kruglaya, O. A.

AU - Vyazankin, N. S.

PY - 1981/4/1

Y1 - 1981/4/1

N2 - 1. Reaction of triethylgermyllithium with 3-phenoxy- or 3-phenylthio-1-propyne occurs principally in the direction of metallization at the acetylenic hydrogen atom. The isomeric 1-phenoxy- or 1-phenylthio-1-propynes under these conditions do not form addition products at the triple bond. In reaction with phenoxyallene the Et3Ge anion mainly attacks the terminal methylene group. 2. Hydrogermylation and hydrosilylation of these compounds takes place nonregiospecifically with formation of the α and β adducts. Phenoxyallene adds on to triethylgermane in the 1,2- and 2,3- positions.

AB - 1. Reaction of triethylgermyllithium with 3-phenoxy- or 3-phenylthio-1-propyne occurs principally in the direction of metallization at the acetylenic hydrogen atom. The isomeric 1-phenoxy- or 1-phenylthio-1-propynes under these conditions do not form addition products at the triple bond. In reaction with phenoxyallene the Et3Ge anion mainly attacks the terminal methylene group. 2. Hydrogermylation and hydrosilylation of these compounds takes place nonregiospecifically with formation of the α and β adducts. Phenoxyallene adds on to triethylgermane in the 1,2- and 2,3- positions.

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U2 - 10.1007/BF00949735

DO - 10.1007/BF00949735

M3 - Article

AN - SCOPUS:34250232845

SN - 1066-5285

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JO - Russian Chemical Bulletin

JF - Russian Chemical Bulletin

IS - 4

ER -

Germylation and silylation of phenoxy- and phenylthiopropynes and phenoxyallene

Abstract

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