2,5-Dimethylphenacyl Esters: A Photoremovable Protecting Group
for Phosphates and Sulfonic Acids

J 2002

2,5-Dimethylphenacyl Esters: A Photoremovable Protecting Group for Phosphates and Sulfonic Acids

KLÁN, Petr, Anna Paola PELLICCIOLI, Tomáš POSPÍŠIL and Jakob WIRZ

Basic information

Original name

2,5-Dimethylphenacyl Esters: A Photoremovable Protecting Group for Phosphates and Sulfonic Acids

Authors

KLÁN, Petr (203 Czech Republic, guarantor), Anna Paola PELLICCIOLI (380 Italy), Tomáš POSPÍŠIL (203 Czech Republic) and Jakob WIRZ (756 Switzerland)

Edition

Photochemical and Photobiological Sciences, Cambridge, United Kingdom, Royal Society of Chemistry, 2002, 1474-905X

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10401 Organic chemistry

Country of publisher

United Kingdom of Great Britain and Northern Ireland

Confidentiality degree

není předmětem státního či obchodního tajemství

RIV identification code

RIV/00216224:14310/02:00006567

Organization unit

Faculty of Science

UT WoS

000179535400014

Keywords in English

photoremovable protecting groups; photochemistry

Abstract

V originále

2,5-Dimethylphenacyl phosphoric and sulfonic esters release the corresponding acids upon irradiation in nearly quantitative isolated yields, with quantum yields F = 0.71 and 0.68 in methanol, 0.09 and 0.19 in benzene. In methanol solution the reactions proceed predominantly via the Z-photoenol, the lifetimes of which (20 and 25 microseconds) were determined by laser flash photolysis. The chromophore is proposed as an excellent photoremovable protecting group for use in organic synthesis and biochemistry.

Links

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

Detailed Information on Publication Record