J 2005

2,5-Dimethylphenacyl carbonates: A photoremovable protecting group for alcohols and phenols

LITERÁK, Jaromír, Jakob WIRZ and Petr KLÁN

Basic information

Original name

2,5-Dimethylphenacyl carbonates: A photoremovable protecting group for alcohols and phenols

Name in Czech

2,5-Dimethylfenacyl carbonát: Fotolabilní chránící skupina pro alkoholy a fenoly

Authors

LITERÁK, Jaromír (203 Czech Republic), Jakob WIRZ (756 Switzerland) and Petr KLÁN (203 Czech Republic, guarantor)

Edition

Photochemical and Photobiological Sciences, Cambridge, United Kingdom, Royal Society of Chemistry, 2005, 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

Impact factor

Impact factor: 2.117

RIV identification code

RIV/00216224:14310/05:00012346

Organization unit

Faculty of Science

UT WoS

000225889800005

Keywords in English

photochemistry; phenacyl; protecting group

Tags

International impact
Změněno: 23/6/2009 15:29, prof. RNDr. Petr Klán, Ph.D.

Abstract

V originále

Synthesis and photochemistry of a photochemically removable protecting group for alcohols and phenols, based on the 2,5-dimethylphenacyl (DMP) chromophore, is described. DMP carbonates release the corresponding hydroxy group containing molecules in high isolated yields (>70%), with quantum yields = 0.1-0.2 in methanol and = 0.36-0.51 in cyclohexane. The reactions proceed predominantly by the triplet pathway via E-photoenols, the lifetimes of which of approximately 2 s or 3 ms in cyclohexane or methanol, respectively, were determined by laser flash photolysis.

In Czech

Nová fotolabilní chránící skupina, dimethylfenacyl carbonát, byla navržena pro organické alkoholy a fenoly.

Links

GA203/05/0641, research and development project
Name: Vývoj a aplikace fotolabilních chránících skupin
Investor: Czech Science Foundation, Design and Applications of Photoremovable Protecting Groups
MSM0021622413, plan (intention)
Name: Proteiny v metabolismu a při interakci organismů s prostředím
Investor: Ministry of Education, Youth and Sports of the CR, Proteins in metabolism and interaction of organisms with the environment