Abstract
The hydrogens at C(2) in spiro[2.n]alkanes are abstracted about five times more rapidly than 'normal' secondary hydrogens by t-butoxyl radicals, because of favourable overlap of the p-orbital at C(2) with the HOMO of the adjacent cyclopropyl ring; the hydrogens at C(2) in bicyclo[n.1.0]alkanes are less activated because the cyclopropyl ring orientation is less favourable for overlap.
Original language | English |
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Pages (from-to) | 1109-1111 |
Number of pages | 3 |
Journal | Journal of the Chemical Society, Chemical Communications |
Issue number | 16 |
DOIs | |
Publication status | Published - 1 Jan 1984 |