Carbene reactions, XX. Structural Aspects Responsible for the Thermal Extrusion of Carbenes from Norbornadienes
- 1 November 1986
- journal article
- research article
- Published by Wiley in European Journal of Inorganic Chemistry
- Vol. 119 (11) , 3297-3315
- https://doi.org/10.1002/cber.19861191110
Abstract
The notion is put forward that norbornadienes having weak donor substituents at C‐7 should suffer homolysis of the C‐1/C‐7 bond on heating, leading via the diradical 6 to either cycloheptatrienes or benzylic compounds. In contrast, norbornadienes having strong donor systems at C‐7 should suffer heterolysis of the C‐1/C‐7 bond, whereupon the resulting zwitterion 7 collapses directly to carbenes in a singlet ground state.Keywords
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