2012 Fiscal Year Final Research Report

Aspect of the de novo carbonyl generated from a sterically regulated dioxetane

Research Project

Project/Area Number	22550046
Research Category	Grant-in-Aid for Scientific Research (C)
Allocation Type	Single-year Grants
Section	一般
Research Field	Organic chemistry
Research Institution	Kanagawa University
Principal Investigator	MATSUMOTO Masakatsu 神奈川大学, 理学部, 教授 (10260986)
Co-Investigator(Renkei-kenkyūsha)	IJUIN Hisako 神奈川大学, 総合理学研究所, 客員研究員 (60398948)
Project Period (FY)	2010 – 2012
Keywords	化学発光 / ジオキセタン / de novoカルボニル / 化学励起
Research Abstract	Aryl-substituted bicyclic dioxetanes fused with an N-acylpyrrolidine were found to give syn/anti-rotamers which were individually isolated in pure form. These rotamers showed markedly different chemiluminescence properties, especially chemiluminescence efficiency, when treated with base in an aprotic polar solvent. The results suggested that the rotamers of dioxetane decomposed to initially give sterically different carbonyls. Crystalline benzoazolylphenol-substituted bicyclic dioxetanes possessing high-melting point were found to undergo chemiluminescent decomposition through which the crystalline state was sustained. The fresh crystalline carbonyl compound gave fluorescence and IR spectra and TA different from those of the authentic compound.