Nitrophenylcarbenes. Part I. The catalytic and photolytic decomposition of α-diazo-3-nitrotoluene in the presence of olefins
Document Type
Article
Publication Date
1-1-1971
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.
Keywords
Nitrophenylcarbenes, catalytic, photolytic, decomposition, α-diazo-3-nitrotoluene, olefins
Publication Title
Journal of the Chemical Society C: Organic
ISSN
0022-4952
Recommended Citation
Goh, S.H., "Nitrophenylcarbenes. Part I. The catalytic and photolytic decomposition of α-diazo-3-nitrotoluene in the presence of olefins" (1971). Pre-2000. 355.
https://knova.um.edu.my/research_publications_pre2000/355
Divisions
CHEMISTRY
Publisher
Royal Society of Chemistry