Controlled photorelease of alkynoic acids and their
decarboxylative deprotection for copper-catalyzed azide/alkyne
cycloaddition

J 2018

Controlled photorelease of alkynoic acids and their decarboxylative deprotection for copper-catalyzed azide/alkyne cycloaddition

VOHRADSKÁ, Nikoleta, Esther Maria MARQUEZ SANCHEZ - CARNERERO, Tomáš PASTIERIK, Ctibor MAZAL, Petr KLÁN et. al.

Basic information

Original name

Controlled photorelease of alkynoic acids and their decarboxylative deprotection for copper-catalyzed azide/alkyne cycloaddition

Authors

VOHRADSKÁ, Nikoleta (703 Slovakia, belonging to the institution), Esther Maria MARQUEZ SANCHEZ - CARNERERO (724 Spain, belonging to the institution), Tomáš PASTIERIK (703 Slovakia, belonging to the institution), Ctibor MAZAL (203 Czech Republic, belonging to the institution) and Petr KLÁN (203 Czech Republic, guarantor, belonging to the institution)

Edition

Chemical communications, Cambridge, Royal Society of Chemistry, 2018, 1359-7345

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10400 1.4 Chemical sciences

Country of publisher

United Kingdom of Great Britain and Northern Ireland

Confidentiality degree

není předmětem státního či obchodního tajemství

References:

URL

Impact factor

Impact factor: 6.164

RIV identification code

RIV/00216224:14310/18:00101606

Organization unit

Faculty of Science

DOI

http://dx.doi.org/10.1039/c8cc03341b

UT WoS

000433510000012

Keywords in English

PHOTOREMOVABLE PROTECTING GROUPS; ONE-POT SYNTHESIS; COUPLING REACTIONS; BORON DIPYRROMETHENE; CARBOXYLIC-ACIDS; CLICK CHEMISTRY; PROPIOLIC ACID; ARYL IODIDES; GREEN LIGHT

Abstract

V originále

A controlled photorelease of alkynoic acids from the meso-methyl BODIPY photoremovable protecting group facilitates their subsequent efficient decarboxylation to give terminal alkynes for a Cu-I-catalyzed azide/ alkyne cycloaddition. The quantum efficiencies of the photochemical step and the kinetics of the click reaction step are reported.

Links

GA13-25775S, research and development project

Name: Vývoj viditelným světlem aktivovatelných skupin a fluorescenčních značek pro chemii a biologii

Investor: Czech Science Foundation

Citovat

VOHRADSKÁ, Nikoleta, Esther Maria MARQUEZ SANCHEZ - CARNERERO, Tomáš PASTIERIK, Ctibor MAZAL and Petr KLÁN. Controlled photorelease of alkynoic acids and their decarboxylative deprotection for copper-catalyzed azide/alkyne cycloaddition. Chemical communications. Cambridge: Royal Society of Chemistry, 2018, vol. 54, No 44, p. 5558-5561. ISSN 1359-7345. Available from: https://dx.doi.org/10.1039/c8cc03341b.

@article{1488114,
   author = {Vohradská, Nikoleta and Marquez Sanchez and Carnerero, Esther Maria and Pastierik, Tomáš and Mazal, Ctibor and Klán, Petr},
   article_location = {Cambridge},
   article_number = {44},
   doi = {http://dx.doi.org/10.1039/c8cc03341b},
   keywords = {PHOTOREMOVABLE PROTECTING GROUPS; ONE-POT SYNTHESIS; COUPLING REACTIONS; BORON DIPYRROMETHENE; CARBOXYLIC-ACIDS; CLICK CHEMISTRY; PROPIOLIC ACID; ARYL IODIDES; GREEN LIGHT},
   language = {eng},
   issn = {1359-7345},
   journal = {Chemical communications},
   title = {Controlled photorelease of alkynoic acids and their decarboxylative deprotection for copper-catalyzed azide/alkyne cycloaddition},
   url = {https://pubs.rsc.org/en/Content/ArticleLanding/2018/CC/C8CC03341B#!divAbstract},
   volume = {54},
   year = {2018}
}

TY  - JOUR
ID  - 1488114
AU  - Vohradská, Nikoleta - Marquez Sanchez - Carnerero, Esther Maria - Pastierik, Tomáš - Mazal, Ctibor - Klán, Petr
PY  - 2018
TI  - Controlled photorelease of alkynoic acids and their decarboxylative deprotection for copper-catalyzed azide/alkyne cycloaddition
JF  - Chemical communications
VL  - 54
IS  - 44
SP  - 5558-5561
EP  - 5558-5561
PB  - Royal Society of Chemistry
SN  - 13597345
KW  - PHOTOREMOVABLE PROTECTING GROUPS
KW  - ONE-POT SYNTHESIS
KW  - COUPLING REACTIONS
KW  - BORON DIPYRROMETHENE
KW  - CARBOXYLIC-ACIDS
KW  - CLICK CHEMISTRY
KW  - PROPIOLIC ACID
KW  - ARYL IODIDES
KW  - GREEN LIGHT
UR  - https://pubs.rsc.org/en/Content/ArticleLanding/2018/CC/C8CC03341B#!divAbstract
L2  - https://pubs.rsc.org/en/Content/ArticleLanding/2018/CC/C8CC03341B#!divAbstract
N2  - A controlled photorelease of alkynoic acids from the meso-methyl BODIPY photoremovable protecting group facilitates their subsequent efficient decarboxylation to give terminal alkynes for a Cu-I-catalyzed azide/ alkyne cycloaddition. The quantum efficiencies of the photochemical step and the kinetics of the click reaction step are reported.
ER  -

VOHRADSKÁ, Nikoleta, Esther Maria MARQUEZ SANCHEZ - CARNERERO, Tomáš PASTIERIK, Ctibor MAZAL and Petr KLÁN. Controlled photorelease of alkynoic acids and their decarboxylative deprotection for copper-catalyzed azide/alkyne cycloaddition. \textit{Chemical communications}. Cambridge: Royal Society of Chemistry, 2018, vol.~54, No~44, p.~5558-5561. ISSN~1359-7345. Available from: https://dx.doi.org/10.1039/c8cc03341b.

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