|Title||An unexpected Paterno-Buchi reaction in the crystalline state|
|Publication Type||Journal Article|
|Year of Publication||2001|
|Authors||Kang, T, Scheffer, JR|
|Type of Article||Article|
|Keywords||ASYMMETRIC INDUCTION, ORGANIC-PHOTOCHEMISTRY, PHOTOCYCLOADDITION, SALTS, SOLID-STATE, YANG PHOTOCYCLIZATION REACTION|
[GRAPHICS] The solution and solid-state photochemistry of a series of aryl 1-phenylcyclopentyl ketones (1) was investigated. While typical Norrish type I products were formed in solution, irradiation of crystals of I afforded the novel oxetanes 3 and 4 regiospecifically. The formation of the oxetanes is believed to occur through Norrish type I cleavage and hydrogen abstraction, producing an alkene and an aldehyde, followed by a Paternb-BUchi reaction within the crystal lattice cage.
|URL||<Go to ISI>://000171708000034|