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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| Format: | Article |
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Royal Society of Chemistry
1971
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| _version_ | 1796962014518575104 |
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| author | Goh, S.H. |
| author_facet | Goh, S.H. |
| author_sort | Goh, S.H. |
| collection | UM |
| description | 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. |
| first_indexed | 2024-03-06T06:02:43Z |
| format | Article |
| id | um.eprints-24417 |
| institution | Universiti Malaya |
| last_indexed | 2024-03-06T06:02:43Z |
| publishDate | 1971 |
| publisher | Royal Society of Chemistry |
| record_format | dspace |
| spelling | 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, DOI https://doi.org/10.1039/J39710002275 <https://doi.org/10.1039/J39710002275>. https://doi.org/10.1039/J39710002275 doi:10.1039/J39710002275 |
| spellingShingle | 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 |
| title | 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_short | 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 |
| topic | Q Science (General) QD Chemistry |
| work_keys_str_mv | AT gohsh nitrophenylcarbenespartithecatalyticandphotolyticdecompositionofadiazo3nitrotolueneinthepresenceofolefins |