J 2002

Photolysis of Phenacyl Esters in a Two-Phase System

RŮŽIČKA, Radovan, Miroslav ZABADAL and Petr KLÁN

Basic information

Original name

Photolysis of Phenacyl Esters in a Two-Phase System

Authors

RŮŽIČKA, Radovan (203 Czech Republic), Miroslav ZABADAL (203 Czech Republic) and Petr KLÁN (203 Czech Republic, guarantor)

Edition

Synthetic Communications, New York, Marcel Dekker, 2002, 0039-7911

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10401 Organic chemistry

Country of publisher

United States of America

Confidentiality degree

není předmětem státního či obchodního tajemství

Impact factor

Impact factor: 0.802

RIV identification code

RIV/00216224:14310/02:00005821

Organization unit

Faculty of Science

UT WoS

000177370300021

Keywords in English

photoremovable protecting groups; photochemistry

Tags

International impact
Změněno: 9/2/2007 14:21, prof. RNDr. Petr Klán, Ph.D.

Abstract

V originále

Phenacyl esters are useful photoremovable protecting groups for carboxylic acids in organic synthesis and biochemistry. In this work, simple one-pot arrangements of the phenacyl and 2,5-dimethylphenacyl ester photolysis are proposed. The reactions were performed in both the benzene/water two-phase system and in water. Cetyltrimethylamonium bromide was found to increase substantially the efficiency of the deprotection as well as the purity of the products by lowering the interfacial tension between the phases. Utilizing water as a medium significantly reduced the necessity to use environmentally malign organic solvents. The overall yields varied from 72 to 98 % depending on the reaction conditions.

Links

GA203/02/0879, research and development project
Name: Vliv mikrovlnného záření na fotochemické reakce
Investor: Czech Science Foundation, Microwave Irradiation Effect on Photochemical Reactions
MSM 143100005, plan (intention)
Name: Strukturně-funkční vztahy biomolekul a jejich role v metabolismu
Investor: Ministry of Education, Youth and Sports of the CR, Biomolecular Structure-function Relationships and their role in the Metabolism