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Exploiting Coupling of Boronic Acids with Triols for a pH-Dependent “Click-Declick” Chemistry. / Golovanov, Ivan; Mazeina, Galina; Nelyubina, Yulia V.; Novikov, Roman A.; Мазур, Антон Станиславович; Бритвин, Сергей Николаевич; Tartakovsky, Vladimir; Ioffe, Sema; Sukhorukov, Alexey.

In: Journal of Organic Chemistry, Vol. 83, No. 17, 07.09.2018, p. 9756-9773.

Research output: Contribution to journal › Article › peer-review

Harvard

Golovanov, I, Mazeina, G, Nelyubina, YV, Novikov, RA, Мазур, АС, Бритвин, СН, Tartakovsky, V, Ioffe, S & Sukhorukov, A 2018, 'Exploiting Coupling of Boronic Acids with Triols for a pH-Dependent “Click-Declick” Chemistry', Journal of Organic Chemistry, vol. 83, no. 17, pp. 9756-9773. https://doi.org/10.1021/acs.joc.8b01296

APA

Golovanov, I., Mazeina, G., Nelyubina, Y. V., Novikov, R. A., Мазур, А. С., Бритвин, С. Н., Tartakovsky, V., Ioffe, S., & Sukhorukov, A. (2018). Exploiting Coupling of Boronic Acids with Triols for a pH-Dependent “Click-Declick” Chemistry. Journal of Organic Chemistry, 83(17), 9756-9773. https://doi.org/10.1021/acs.joc.8b01296

Vancouver

Golovanov I, Mazeina G, Nelyubina YV, Novikov RA, Мазур АС, Бритвин СН et al. Exploiting Coupling of Boronic Acids with Triols for a pH-Dependent “Click-Declick” Chemistry. Journal of Organic Chemistry. 2018 Sep 7;83(17):9756-9773. https://doi.org/10.1021/acs.joc.8b01296

Author

Golovanov, Ivan ; Mazeina, Galina ; Nelyubina, Yulia V. ; Novikov, Roman A. ; Мазур, Антон Станиславович ; Бритвин, Сергей Николаевич ; Tartakovsky, Vladimir ; Ioffe, Sema ; Sukhorukov, Alexey. / Exploiting Coupling of Boronic Acids with Triols for a pH-Dependent “Click-Declick” Chemistry. In: Journal of Organic Chemistry. 2018 ; Vol. 83, No. 17. pp. 9756-9773.

BibTeX

@article{5eaa8f79c61248eab42e30537dfee1ef,
title = "Exploiting Coupling of Boronic Acids with Triols for a pH-Dependent “Click-Declick” 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.",
author = "Ivan Golovanov and Galina Mazeina and Nelyubina, {Yulia V.} and Novikov, {Roman A.} and Мазур, {Антон Станиславович} and Бритвин, {Сергей Николаевич} and Vladimir Tartakovsky and Sema Ioffe and Alexey Sukhorukov",
year = "2018",
month = sep,
day = "7",
doi = "10.1021/acs.joc.8b01296",
language = "English",
volume = "83",
pages = "9756--9773",
journal = "Journal of Organic Chemistry",
issn = "0022-3263",
publisher = "American Chemical Society",
number = "17",

}

RIS

TY - JOUR

T1 - Exploiting Coupling of Boronic Acids with Triols for a pH-Dependent “Click-Declick” Chemistry

AU - Golovanov, Ivan

AU - Mazeina, Galina

AU - Nelyubina, Yulia V.

AU - Novikov, Roman A.

AU - Мазур, Антон Станиславович

AU - Бритвин, Сергей Николаевич

AU - Tartakovsky, Vladimir

AU - Ioffe, Sema

AU - Sukhorukov, Alexey

PY - 2018/9/7

Y1 - 2018/9/7

N2 - 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.

AB - 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.

UR - http://www.scopus.com/inward/record.url?scp=85052327261&partnerID=8YFLogxK

U2 - 10.1021/acs.joc.8b01296

DO - 10.1021/acs.joc.8b01296

M3 - Article

VL - 83

SP - 9756

EP - 9773

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 17

ER -

ID: 36102441