Open Access
Exploiting Coupling of Boronic Acids with Triols for a pH-Dependent “Click-Declick” Chemistry
Ivan S Golovanov
1
,
Galina S Mazeina
1, 2
,
Roman G. Novikov
1
,
A. Mazur
4
,
Britvin S.N.
5
,
Vladimir A Tartakovsky
1
,
Sema L. Ioffe
1
,
2
Publication type: Journal Article
Publication date: 2018-07-31
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
30062896
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.
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Metrics
25
Total citations:
25
Citations from 2024:
6
(24%)
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GOST
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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.
GOST all authors (up to 50)
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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.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.joc.8b01296
UR - https://doi.org/10.1021/acs.joc.8b01296
TI - Exploiting Coupling of Boronic Acids with Triols for a pH-Dependent “Click-Declick” Chemistry
T2 - Journal of Organic Chemistry
AU - Golovanov, Ivan S
AU - Mazeina, Galina S
AU - Nelyubina, Yulia V.
AU - Novikov, Roman G.
AU - Mazur, A.
AU - S.N., Britvin
AU - Tartakovsky, Vladimir A
AU - Ioffe, Sema L.
AU - Sukhorukov, Alexey Yu
PY - 2018
DA - 2018/07/31
PB - American Chemical Society (ACS)
SP - 9756-9773
IS - 17
VL - 83
PMID - 30062896
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2018_Golovanov,
author = {Ivan S Golovanov and Galina S Mazeina and Yulia V. Nelyubina and Roman G. Novikov and A. Mazur and Britvin S.N. and Vladimir A Tartakovsky and Sema L. Ioffe and Alexey Yu Sukhorukov},
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/acs.joc.8b01296},
number = {17},
pages = {9756--9773},
doi = {10.1021/acs.joc.8b01296}
}
Cite this
MLA
Copy
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/acs.joc.8b01296.