Direct Chemiluminescence From Secondary Peresters

The laser dye Coumarin 343, 1H,5H,11H- (1) -benzopyrano- (6,7,8-ij) quinolizin-10-carboxylic acid-11-one-2,3,6,7-tetrahydro-11-oxo, 1, was prepared. Several secondary peresters of 1 were generated in situ and the chemiluminescence observed from the decomposition of the peresters was studied. The quantum yield of chemiluminescence was very low in all cases, and seemed to vary inversely with the strength of the alpha carbon-hydrogen bond. The peresters were generated using two methods: reaction of the acid chloride of 1, 19, with the hydroperoxides, and also through the action of such esterifying agents as dicyclohexylcarbodiimide (DCC) and carbonyldiimidazole (CDI). The chemiluminescence quantum yields using the esterifying agents were similar to or lower than the quantum yields obtained from the reactions of 19 with corresponding hydroperoxides.

Name thesis:degree_name

Ph.D.

Level thesis:degree_level

Dissertation

Discipline thesis:degree_discipline

Chemistry

Grantor

University of Illinois at Urbana-Champaign

Year dc:date

2014

Author dc:creator

• Van Gompel, Joseph Anthony

Contributors dc:contributor

• Schuster, Gary B.

• Chemistry, Organic

Identifier

(UMI)AAI8823273

OAI identifier oai:identifier

oai:www.ideals.illinois.edu:2142/70416