Title | THE NOVEL PHOTOCHEMICAL BEHAVIOR OF TRIPTYCENE-1,4-QUINONE |
Publication Type | Journal Article |
Year of Publication | 1995 |
Authors | Fu, TY, Gamlin, JN, Olovsson, G, Scheffer, JR, Trotter, J, Young, DT |
Journal | Tetrahedron Letters |
Volume | 36 |
Pagination | 2025-2028 |
Date Published | Mar |
Type of Article | Article |
ISBN Number | 0040-4039 |
Keywords | 10-DIHYDRO-9, 10-ORTHO-BENZENOANTHRACENE-1, 4-DIONES, 9, ABSTRACTION, DERIVATIVES, INTRAMOLECULAR CHARGE-TRANSFER, TRANSITION |
Abstract | Triptycene-1,4-quinone (1) reacts photochemically in solution to give different products depending on the solvent employed and on the presence or absence of oxygen. The structures of the photoproducts have been elucidated by spectroscopic methods, independent synthesis and single crystal X-ray diffractometry, and possible mechanistic pathways leading to their formation are presented and discussed. Unexpectedly, quinone 1 was found to be photochemically inert in the crystalline state. The X-ray crystal structure of 1 reveals the probable reason for this behavior. |
URL | <Go to ISI>://A1995QP02000014 |