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The relative reactivity of olefins in cycloaddition with zinc carbenoid

Authors :
Jun Nishimura
N. Kawabata
Junji Furukawa
M. Kitayama
Source :
Tetrahedron. 27:1799-1806
Publication Year :
1971
Publisher :
Elsevier BV, 1971.

Abstract

The relative reactivity of olefins was determined in the homogeneous reaction with zinc carbenoid generated from diethylzinc and CH2I2. The Hammett ϱ-value for substituted styrenes in this reaction was −1·61. The inductive effect was concluded to be the most influential factor which determines the relative reactivity of olefins in the reaction. The mechanism of the reaction is discussed in comparison with other carbene and carbenoid reactions.

Subjects

Subjects :
Organic Chemistry
chemistry.chemical_element
Zinc
Diethylzinc
Biochemistry
Medicinal chemistry
Cycloaddition
chemistry.chemical_compound
chemistry
Homogeneous
Drug Discovery
Organic chemistry
Reactivity (chemistry)
Carbene
Inductive effect
Carbenoid

Details

ISSN :
00404020
Volume :
27
Database :
OpenAIRE
Journal :
Tetrahedron
Accession number :
edsair.doi...........35a27c8f9962f1e759a0a99626d6c258
Full Text :
https://doi.org/10.1016/s0040-4020(01)98044-5
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