RŮŽIČKA, Radovan, Miroslav ZABADAL and Petr KLÁN. Photolysis of Phenacyl Esters in a Two-Phase System. Synthetic Communications. New York: Marcel Dekker, 2002, vol. 32, No 16, p. 2581-2590. ISSN 0039-7911.
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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
Original language English
Type of outcome Article in a journal
Field of Study 10401 Organic chemistry
Country of publisher United States of America
Confidentiality degree is not subject to a state or trade secret
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 Photochemistry, photoremovable protecting groups
Tags International impact
Changed by Changed by: prof. RNDr. Petr Klán, Ph.D., učo 32829. Changed: 9/2/2007 14:21.
Abstract
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 projectName: 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
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