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Efficient labeling of organic molecules using C-13 elemental carbon : universal access to C-13(2)-labeled synthetic building blocks, polymers and pharmaceuticals. / Ledovskaya, Maria S.; Voronin, Vladimir V.; Rodygin, Konstantin S.; Ananikov, Valentine P.

In: Organic Chemistry Frontiers, Vol. 7, No. 4, 21.02.2020, p. 638-647.

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

Harvard

Ledovskaya, MS, Voronin, VV, Rodygin, KS & Ananikov, VP 2020, 'Efficient labeling of organic molecules using C-13 elemental carbon: universal access to C-13(2)-labeled synthetic building blocks, polymers and pharmaceuticals', Organic Chemistry Frontiers, vol. 7, no. 4, pp. 638-647. https://doi.org/10.1039/c9qo01357a

APA

Ledovskaya, M. S., Voronin, V. V., Rodygin, K. S., & Ananikov, V. P. (2020). Efficient labeling of organic molecules using C-13 elemental carbon: universal access to C-13(2)-labeled synthetic building blocks, polymers and pharmaceuticals. Organic Chemistry Frontiers, 7(4), 638-647. https://doi.org/10.1039/c9qo01357a

Vancouver

Ledovskaya MS, Voronin VV, Rodygin KS, Ananikov VP. Efficient labeling of organic molecules using C-13 elemental carbon: universal access to C-13(2)-labeled synthetic building blocks, polymers and pharmaceuticals. Organic Chemistry Frontiers. 2020 Feb 21;7(4):638-647. https://doi.org/10.1039/c9qo01357a

Author

Ledovskaya, Maria S. ; Voronin, Vladimir V. ; Rodygin, Konstantin S. ; Ananikov, Valentine P. / Efficient labeling of organic molecules using C-13 elemental carbon : universal access to C-13(2)-labeled synthetic building blocks, polymers and pharmaceuticals. In: Organic Chemistry Frontiers. 2020 ; Vol. 7, No. 4. pp. 638-647.

BibTeX

@article{632874aa170a4712af6fe2744c29ac23,
title = "Efficient labeling of organic molecules using C-13 elemental carbon: universal access to C-13(2)-labeled synthetic building blocks, polymers and pharmaceuticals",
abstract = "Among different types of labeling, C-13-labeled compounds are the most demanding in organic chemistry, life sciences and materials design. However, C-13-labeled organic molecules are very difficult to employ in practice due to extreme cost. The rather narrow range of labeled organic starting materials and the absence of universal synthetic building units further complicate the problem and make utilization of C-13-labeled molecules hardly possible in many cases. Here we report a versatile approach for C-13(2)-labeling of organic molecules starting with C-13 elemental carbon: C-13 carbon is applied for the synthesis of calcium carbide ((CaC2)-C-13), which is subsequently used to generate acetylene - a universal C-13(2) unit for atom-economic organic transformations. Syntheses of labeled alkynes, O,S,N-functionalized vinyl derivatives, polymers and pharmaceutical substances were demonstrated. Elemental C-13 carbon, as the chemically most simple source for C-13(2)-labeling, here was successfully combined with universal synthetic applicability of alkynes.",
keywords = "CALCIUM CARBIDE, STABLE-ISOTOPES, CAC2 PRODUCTION, DRUG DISCOVERY, NMR, POLYMERIZATION, DERIVATIVES, METABOLISM, VINYLATION, DEUTERIUM",
author = "Ledovskaya, {Maria S.} and Voronin, {Vladimir V.} and Rodygin, {Konstantin S.} and Ananikov, {Valentine P.}",
year = "2020",
month = feb,
day = "21",
doi = "10.1039/c9qo01357a",
language = "English",
volume = "7",
pages = "638--647",
journal = "Organic Chemistry Frontiers",
issn = "2052-4110",
publisher = "Royal Society of Chemistry",
number = "4",

}

RIS

TY - JOUR

T1 - Efficient labeling of organic molecules using C-13 elemental carbon

T2 - universal access to C-13(2)-labeled synthetic building blocks, polymers and pharmaceuticals

AU - Ledovskaya, Maria S.

AU - Voronin, Vladimir V.

AU - Rodygin, Konstantin S.

AU - Ananikov, Valentine P.

PY - 2020/2/21

Y1 - 2020/2/21

N2 - Among different types of labeling, C-13-labeled compounds are the most demanding in organic chemistry, life sciences and materials design. However, C-13-labeled organic molecules are very difficult to employ in practice due to extreme cost. The rather narrow range of labeled organic starting materials and the absence of universal synthetic building units further complicate the problem and make utilization of C-13-labeled molecules hardly possible in many cases. Here we report a versatile approach for C-13(2)-labeling of organic molecules starting with C-13 elemental carbon: C-13 carbon is applied for the synthesis of calcium carbide ((CaC2)-C-13), which is subsequently used to generate acetylene - a universal C-13(2) unit for atom-economic organic transformations. Syntheses of labeled alkynes, O,S,N-functionalized vinyl derivatives, polymers and pharmaceutical substances were demonstrated. Elemental C-13 carbon, as the chemically most simple source for C-13(2)-labeling, here was successfully combined with universal synthetic applicability of alkynes.

AB - Among different types of labeling, C-13-labeled compounds are the most demanding in organic chemistry, life sciences and materials design. However, C-13-labeled organic molecules are very difficult to employ in practice due to extreme cost. The rather narrow range of labeled organic starting materials and the absence of universal synthetic building units further complicate the problem and make utilization of C-13-labeled molecules hardly possible in many cases. Here we report a versatile approach for C-13(2)-labeling of organic molecules starting with C-13 elemental carbon: C-13 carbon is applied for the synthesis of calcium carbide ((CaC2)-C-13), which is subsequently used to generate acetylene - a universal C-13(2) unit for atom-economic organic transformations. Syntheses of labeled alkynes, O,S,N-functionalized vinyl derivatives, polymers and pharmaceutical substances were demonstrated. Elemental C-13 carbon, as the chemically most simple source for C-13(2)-labeling, here was successfully combined with universal synthetic applicability of alkynes.

KW - CALCIUM CARBIDE

KW - STABLE-ISOTOPES

KW - CAC2 PRODUCTION

KW - DRUG DISCOVERY

KW - NMR

KW - POLYMERIZATION

KW - DERIVATIVES

KW - METABOLISM

KW - VINYLATION

KW - DEUTERIUM

UR - http://www.scopus.com/inward/record.url?scp=85079819624&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/37935923-137a-3f7e-b0a0-1daa68b1c781/

U2 - 10.1039/c9qo01357a

DO - 10.1039/c9qo01357a

M3 - Article

AN - SCOPUS:85079819624

VL - 7

SP - 638

EP - 647

JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

SN - 2052-4110

IS - 4

ER -

ID: 52829989