[Show abstract][Hide abstract] ABSTRACT: ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
[Show abstract][Hide abstract] ABSTRACT: Autoxidation of the phosphonate carbanions derived from 9-phosphono-10-hydroacridanes provided chemiluminescence ascribed to the excited acridone anion. The intramolecular CIEEL (chemically initiated electron exchange luminescence) mechanism can be applied to this chemiluminescence because of the much higher emission efficiency compared to that of 9-phosphono-10-methylacridanes. The effect of the phosphonate substituents on the emission efficiency and especially on the rates of the chemiluminescence decay can be interpreted to originate from the valence deviation of the phosphorus atoms, which is connected with the substituent effect on the geometrical selectivity in the olefination reaction of the phosphonate carbanions. The enhanced chemiluminescence in the presence of the fluorophores was also detected in autoxidation of the carbanions of diethyl diphenylmethylphosphonate and fluorenylphosphonate. Although the evidence is circumstantial, these results strongly support the belief that phospha-1,2-dioxetane is the most likely high-energy intermediate generating the excited molecules.
No preview · Article · Aug 2003 · The Journal of Organic Chemistry
[Show abstract][Hide abstract] ABSTRACT: The chemiluminescence (CL) quantum yields (ΦCL) of oxygenation of 10-methyl-9,10-dihydroacridine-9-phosphonate carbanions depended on the phosphorus substituents. The acridinephosphonate with electron negative phosphorus substituents such as bis(2,2,2-trifluoroethyl)phosphono group showed higher ΦCL, which was considered comparing the reactivity of the phosphonoacetates in the Horner-Wadsworth-Emmons (HWE) reactions involving the corresponding phosphorus substituents.