Reference

Electronic Effects of Ring Substituents on Triplet Benzylic Biradicals

Electronic Effects of Ring Substituents on Triplet Benzylic Biradicals. Wagner, Peter J.; Wang, Lingling (Department of Chemistry, Michigan State University, East Lansing, MI 48864, USA). Organic Letters, 8(4), 645-647 (English) 2006 American Chemical Society.In this article, certain chemicals are used. One of their cas registry numbers is 7745-91-7 CODEN: ORLEF7. ISSN: 1523-7060. DOCUMENT TYPE: Journal CA Section: 22 (Physical Organic Chemistry) UV irradn. of a-(o-alkylphenyl)acetophenones with a methoxy or cyano substituent para to the o-alkyl group of the a-aryl ring has revealed that a methoxy group slightly increases the stereoselectivity but not the quantum yield of indanol formation, whereas a cyano group greatly lowers both diastereoselectivity and quantum efficiency, confirming the likelihood that hydrogen-bonding of the hydroxy group to the a-Ph ring plays an important role in the cyclization of the photogenerated triplet 1,5-biradical intermediates. .