Germylation reactions of acetylenic compounds

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

doi:10.1007/BF01179475

Germylation reactions of acetylenic compounds

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

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Abstract

1. In contrast to phenylacetylene, which reacts with Et₃GeLi to give predominantly the cis- and trans-β-adducts, metalation predominates when the reaction is run with phenylthioacetylene, which leads to PhSC≡CLi. 2. When catalyzed by Speier catalyst, the addition of Et₃GeH to phenyl- and phenylthioacetylene is neither region or stereospecific. The gem and cis-adducts, 2-triethylgermyl-3-phenoxy-1-propene and 1-triethylgermyl-3-phenoxy-1-propene, are formed in the case of phenyl propargyl ether.

Original language	English
Pages (from-to)	596-599
Number of pages	4
Journal	Bulletin of the Academy of Sciences of the USSR Division of Chemical Science
Volume	26
Issue number	3
DOIs	https://doi.org/10.1007/BF01179475
State	Published - 1 Mar 1977
Externally published	Yes

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title = "Germylation reactions of acetylenic compounds",

abstract = "1. In contrast to phenylacetylene, which reacts with Et3GeLi to give predominantly the cis- and trans-β-adducts, metalation predominates when the reaction is run with phenylthioacetylene, which leads to PhSC≡CLi. 2. When catalyzed by Speier catalyst, the addition of Et3GeH to phenyl- and phenylthioacetylene is neither region or stereospecific. The gem and cis-adducts, 2-triethylgermyl-3-phenoxy-1-propene and 1-triethylgermyl-3-phenoxy-1-propene, are formed in the case of phenyl propargyl ether.",

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

year = "1977",

month = mar,

day = "1",

doi = "10.1007/BF01179475",

language = "English",

volume = "26",

pages = "596--599",

journal = "Russian Chemical Bulletin",

issn = "1066-5285",

publisher = "Springer New York",

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TY - JOUR

T1 - Germylation reactions of acetylenic compounds

AU - Filippova, A. Kh

AU - Lyashenko, G. S.

AU - Kruglaya, O. A.

AU - Keiko, V. V.

AU - Kalikhman, I. D.

AU - Vyazankin, N. S.

PY - 1977/3/1

Y1 - 1977/3/1

N2 - 1. In contrast to phenylacetylene, which reacts with Et3GeLi to give predominantly the cis- and trans-β-adducts, metalation predominates when the reaction is run with phenylthioacetylene, which leads to PhSC≡CLi. 2. When catalyzed by Speier catalyst, the addition of Et3GeH to phenyl- and phenylthioacetylene is neither region or stereospecific. The gem and cis-adducts, 2-triethylgermyl-3-phenoxy-1-propene and 1-triethylgermyl-3-phenoxy-1-propene, are formed in the case of phenyl propargyl ether.

AB - 1. In contrast to phenylacetylene, which reacts with Et3GeLi to give predominantly the cis- and trans-β-adducts, metalation predominates when the reaction is run with phenylthioacetylene, which leads to PhSC≡CLi. 2. When catalyzed by Speier catalyst, the addition of Et3GeH to phenyl- and phenylthioacetylene is neither region or stereospecific. The gem and cis-adducts, 2-triethylgermyl-3-phenoxy-1-propene and 1-triethylgermyl-3-phenoxy-1-propene, are formed in the case of phenyl propargyl ether.

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U2 - 10.1007/BF01179475

DO - 10.1007/BF01179475

M3 - Article

AN - SCOPUS:34250289680

SN - 1066-5285

VL - 26

SP - 596

EP - 599

JO - Russian Chemical Bulletin

JF - Russian Chemical Bulletin

IS - 3

ER -

Germylation reactions of acetylenic compounds

Abstract

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