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- W2149806206 abstract "Free radicals abstract hydrogen from both the bridge and bridgehead sites in bicyclo[2.2.0]hexane (4). The bicyclo[2.2.0]hexane-1-yl radical was observed by e.p.r. spectroscopy. The bicyclo[2.2.0]hexan-2-yl radical rearranges by stereoelectronically forbidden β-scission to give cyclohex-3-enyl radicals. Unlike other cyclobutanes, compound (4) undergoes an SH2 reaction with bromine atoms. Free radicals abstract hydrogen only from the methylene groups of the C5 ring in bicyclo[3.2.0]heptane (15a). The bicyclo[3.2.0]heptan-2-yl radicals were observed by e.p.r. spectroscopy, as was their rearrangement, by stereoelectronically allowed β-scission, to 2-(cyclopent-2-enyl)ethyl radicals. Bromine atoms abstract hydrogen from (15a) and no SH2 reaction was detected. The radicals and their rearrangements were studied by semi-empirical MINDO/3 and MNDO methods." @default.
- W2149806206 created "2016-06-24" @default.
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- W2149806206 date "1988-01-01" @default.
- W2149806206 modified "2023-10-11" @default.
- W2149806206 title "Homolytic rearrangements of bicyclo[2.2.0]hexane and bicyclo[3.2.0]heptane" @default.
- W2149806206 doi "https://doi.org/10.1039/p29880001371" @default.
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