Organic letters

Photodecarboxylation of xanthone acetic acids: CC bond heterolysis from the singlet excited state

JA Blake, E Gagnon, M Lukeman, JC Scaiano

文献索引：Blake, Jessie A.; Gagnon, Eric; Lukeman, Matthew; Scaiano Organic Letters, 2006 , vol. 8, # 6 p. 1057 - 1060

全文：HTML全文

被引用次数: 34

摘要

Irradiation of 2-and 4-xanthone acetic acid in aqueous buffer (pH 7.4) leads to efficient (Φ= 0.67 and 0.64, respectively) photodecarboxylation to give the corresponding methyl products, consistent with an intermediate benzylic carbanion. Fluorescence and laser flash photolysis (LFP) studies suggest singlet state reactivity, which is unusual for aromatic ketones. 3-Xanthone acetic acid is photoinert under the same conditions. The results ...