Nitrophenylcarbenes. Part I. The catalytic and photolytic decomposition of α-diazo-3-nitrotoluene in the presence of olefins
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 r...
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Royal Society of Chemistry
1971
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my.um.eprints.244172021-03-24T05:28:53Z http://eprints.um.edu.my/24417/ Nitrophenylcarbenes. Part I. The catalytic and photolytic decomposition of α-diazo-3-nitrotoluene in the presence of olefins Goh, S.H. Q Science (General) QD Chemistry 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. Royal Society of Chemistry 1971 Article PeerReviewed 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 https://doi.org/10.1039/J39710002275 doi:10.1039/J39710002275 |
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Q Science (General) QD Chemistry Goh, S.H. Nitrophenylcarbenes. Part I. The catalytic and photolytic decomposition of α-diazo-3-nitrotoluene in the presence of olefins |
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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. |
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Goh, S.H. |
author_facet |
Goh, S.H. |
author_sort |
Goh, S.H. |
title |
Nitrophenylcarbenes. Part I. The catalytic and photolytic decomposition of α-diazo-3-nitrotoluene in the presence of olefins |
title_short |
Nitrophenylcarbenes. Part I. The catalytic and photolytic decomposition of α-diazo-3-nitrotoluene in the presence of olefins |
title_full |
Nitrophenylcarbenes. Part I. The catalytic and photolytic decomposition of α-diazo-3-nitrotoluene in the presence of olefins |
title_fullStr |
Nitrophenylcarbenes. Part I. The catalytic and photolytic decomposition of α-diazo-3-nitrotoluene in the presence of olefins |
title_full_unstemmed |
Nitrophenylcarbenes. Part I. The catalytic and photolytic decomposition of α-diazo-3-nitrotoluene in the presence of olefins |
title_sort |
nitrophenylcarbenes. part i. the catalytic and photolytic decomposition of α-diazo-3-nitrotoluene in the presence of olefins |
publisher |
Royal Society of Chemistry |
publishDate |
1971 |
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http://eprints.um.edu.my/24417/ https://doi.org/10.1039/J39710002275 |
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1696976583864090624 |
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13.19449 |