Open Access
Journal of Organic Chemistry, volume 83, issue 17, pages 9756-9773
Exploiting Coupling of Boronic Acids with Triols for a pH-Dependent “Click-Declick” Chemistry
Golovanov Ivan S
1
,
Mazeina Galina S
1, 2
,
Novikov Roman G.
1
,
Mazur A.
4
,
S.N. Britvin
5
,
Tartakovsky Vladimir A
1
,
Ioffe Sema L.
1
,
2
Publication type: Journal Article
Publication date: 2018-07-31
Journal:
Journal of Organic Chemistry
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 3.6
ISSN: 00223263, 15206904
Organic Chemistry
Abstract
Click-like condensation of boronic acids with specifically designed triols (boronate-triol coupling) produces stable diamantane adducts in aqueous medium, which can be controllably cleaved to initial components under acidic conditions or by using boric acid as a chemical trigger. This novel "click-declick" strategy allows for the creation of temporary covalent connections between two or more modular units, which was demonstrated by the synthesis of new fluorophore-labeled natural molecules (peptides, steroids), supramolecular assemblies, modified polymers, boronic acid scavengers, solid-supported organocatalysts, biodegradable COF-like materials, and dynamic combinatorial libraries.
Citations by journals
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3
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Angewandte Chemie - International Edition
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Angewandte Chemie - International Edition
3 publications, 15%
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Angewandte Chemie
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Angewandte Chemie
3 publications, 15%
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Journal of Polymer Science
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Journal of Polymer Science
2 publications, 10%
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Russian Chemical Bulletin
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Russian Chemical Bulletin
1 publication, 5%
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European Journal of Organic Chemistry
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European Journal of Organic Chemistry
1 publication, 5%
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Dalton Transactions
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Dalton Transactions
1 publication, 5%
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Energies
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Energies
1 publication, 5%
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Beilstein Journal of Organic Chemistry
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Beilstein Journal of Organic Chemistry
1 publication, 5%
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Frontiers in Chemistry
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Frontiers in Chemistry
1 publication, 5%
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Molecules
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Molecules
1 publication, 5%
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Topics in Current Chemistry
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Topics in Current Chemistry
1 publication, 5%
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Chemistry - A European Journal
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Chemistry - A European Journal
1 publication, 5%
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Nature Communications
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Nature Communications
1 publication, 5%
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Izvestiya Vysshikh Uchebnykh Zavedenii, Seriya Khimiya i Khimicheskaya Tekhnologiya
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Izvestiya Vysshikh Uchebnykh Zavedenii, Seriya Khimiya i Khimicheskaya Tekhnologiya
1 publication, 5%
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ACS Applied Electronic Materials
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ACS Applied Electronic Materials
1 publication, 5%
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1
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3
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Citations by publishers
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2
4
6
8
10
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Wiley
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Wiley
10 publications, 50%
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Springer Nature
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Springer Nature
3 publications, 15%
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Multidisciplinary Digital Publishing Institute (MDPI)
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Multidisciplinary Digital Publishing Institute (MDPI)
2 publications, 10%
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Royal Society of Chemistry (RSC)
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Royal Society of Chemistry (RSC)
1 publication, 5%
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Beilstein-Institut
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Beilstein-Institut
1 publication, 5%
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Frontiers Media S.A.
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Frontiers Media S.A.
1 publication, 5%
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Ivanovo State University of Chemistry and Technology
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Ivanovo State University of Chemistry and Technology
1 publication, 5%
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American Chemical Society (ACS)
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American Chemical Society (ACS)
1 publication, 5%
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2
4
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8
10
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- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Golovanov I. S. et al. Exploiting Coupling of Boronic Acids with Triols for a pH-Dependent “Click-Declick” Chemistry // Journal of Organic Chemistry. 2018. Vol. 83. No. 17. pp. 9756-9773.
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Golovanov I. S., Mazeina G. S., Nelyubina Y. V., Novikov R. G., Mazur A., S.N. B., Tartakovsky V. A., Ioffe S. L., Sukhorukov A. Yu. Exploiting Coupling of Boronic Acids with Triols for a pH-Dependent “Click-Declick” Chemistry // Journal of Organic Chemistry. 2018. Vol. 83. No. 17. pp. 9756-9773.
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TY - JOUR
DO - 10.1021/acs.joc.8b01296
UR - https://doi.org/10.1021%2Facs.joc.8b01296
TI - Exploiting Coupling of Boronic Acids with Triols for a pH-Dependent “Click-Declick” Chemistry
T2 - Journal of Organic Chemistry
AU - Mazeina, Galina S
AU - Tartakovsky, Vladimir A
AU - Nelyubina, Yulia V.
AU - Novikov, Roman G.
AU - S.N., Britvin
AU - Sukhorukov, Alexey Yu
AU - Golovanov, Ivan S
AU - Mazur, A.
AU - Ioffe, Sema L.
PY - 2018
DA - 2018/07/31 00:00:00
PB - American Chemical Society (ACS)
SP - 9756-9773
IS - 17
VL - 83
SN - 0022-3263
SN - 1520-6904
ER -
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@article{2018_Golovanov,
author = {Galina S Mazeina and Vladimir A Tartakovsky and Yulia V. Nelyubina and Roman G. Novikov and Britvin S.N. and Alexey Yu Sukhorukov and Ivan S Golovanov and A. Mazur and Sema L. Ioffe},
title = {Exploiting Coupling of Boronic Acids with Triols for a pH-Dependent “Click-Declick” Chemistry},
journal = {Journal of Organic Chemistry},
year = {2018},
volume = {83},
publisher = {American Chemical Society (ACS)},
month = {jul},
url = {https://doi.org/10.1021%2Facs.joc.8b01296},
number = {17},
pages = {9756--9773},
doi = {10.1021/acs.joc.8b01296}
}
Cite this
MLA
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Golovanov, Ivan S., et al. “Exploiting Coupling of Boronic Acids with Triols for a pH-Dependent “Click-Declick” Chemistry.” Journal of Organic Chemistry, vol. 83, no. 17, Jul. 2018, pp. 9756-9773. https://doi.org/10.1021%2Facs.joc.8b01296.