Nitrophenylcarbenes. Part I. The catalytic and photolytic decomposition of α-diazo-3-nitrotoluene in the presence of olefins

Goh, S.H. (1971) Nitrophenylcarbenes. Part I. The catalytic and photolytic decomposition of α-diazo-3-nitrotoluene in the presence of olefins. Journal of the Chemical Society C: Organic. pp. 2275-2278. ISSN 0022-4952

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Official URL: https://doi.org/10.1039/J39710002275

Abstract

The decomposition of α-diazo-3-nitrotoluene by zinc halides in the presence of olefins gave cyclopropane adducts in moderate yields. The addition of the carbenoid intermediate to unsymmetrically substituted olefins is syn-stereoselective. The free carbene species generated by photolysis also added readily to olefins. Non-stereospecific cyclopropane adducts and olefinic products were also formed, as a result of the involvement of both singlet and triplet 3-nitrophenylcarbenes.

Item Type: Article
Uncontrolled Keywords: Nitrophenylcarbenes; catalytic; photolytic; decomposition; α-diazo-3-nitrotoluene; olefins
Subjects: Q Science > Q Science (General)
Q Science > QD Chemistry
Divisions: Faculty of Science > Dept of Chemistry
Depositing User: Mr Jasny Razali
Date Deposited: 24 Mar 2021 05:28
Last Modified: 24 Mar 2021 05:28
URI: http://eprints.um.edu.my/id/eprint/24417

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