Title | Unusual photorearrangements of 9,10-disubstituted triptycene-1,4-quinone derivatives |
Publication Type | Journal Article |
Year of Publication | 1996 |
Authors | Borecka, B, Gamlin, JN, Gudmundsdottir, AD, Olovsson, G, Scheffer, JR, Trotter, J |
Journal | Tetrahedron Letters |
Volume | 37 |
Pagination | 2121-2124 |
Date Published | Mar |
Type of Article | Article |
ISBN Number | 0040-4039 |
Abstract | In contrast to triptycene-1,4-quinone (1a), which forms exclusively a di-pi-methane type product when irradiated in acetonitrile, photolysis of the 9,10-dialkyl-substituted triptycene quinones 1b and 1c leads to carbene-derived as well as hydrogen atom abstraction-derived photoproducts. Mechanistic schemes that are capable of rationalizing the results on stereoelectronic grounds are presented and discussed. |
URL | <Go to ISI>://A1996UC59000002 |