Structural Effects on Interconversion of Oxygen-Substituted Bisketenes and Cyclobutenediones

…, S Vukovic, T Matsuoka, M Mishima

Index: Fu, Nanyan; Allen, Annette D.; Kobayashi, Shinjiro; Tidwell, Thomas T.; Vukovic, Sinisa; Matsuoka, Takeshi; Mishima, Masaaki Journal of Organic Chemistry, 2008 , vol. 73, # 5 p. 1768 - 1773

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Citation Number: 2

Abstract

Cyclobutenediones 5 disubstituted with HO (a), MeO (b), EtO (c), i-PrO (d), t-BuO (e), PhO (f), 4-MeOC6H4O (g), 4-O2NC6H4O (h), and 3, 4-bridging OCH2CH2O (i) substituents upon laser flash photolysis gave the corresponding bisketenes 6a-i, as detected by their distinctive doublet IR absorptions between 2075 and 2106 and 2116 and 2140 cm-1. The reactivities in ring closure back to the cyclobutenediones were greatest for the group 6b-e, ...