Chemical Society Reviews, volume 50, issue 18, pages 10212-10252

Anomeric effect, hyperconjugation and electrostatics: lessons from complexity in a classic stereoelectronic phenomenon

Alabugin Igor V. ¹

Kuhn Leah ¹

Krivoshchapov Nikolai V ^{2, 3}

Mehaffy Patricia ¹

Medvedev Michael G. ^{2, 4}

Hide authors affiliations Show authors affiliations: 4 affiliations

Department of Chemistry and Biochemistry, Florida State University, USA |

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., 119991 Moscow, Russian Federation |

Lomonosov Moscow State University, Leninskie Gory 1 (3), Moscow, Russian Federation |

⁴

A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilova st., 119991 Moscow, Russian Federation |

Publication type: Journal Article

Publication date: 2021-08-24

Royal Society of Chemistry (RSC)

Journal: Chemical Society Reviews

Quartile SCImago

Quartile WOS

Impact factor: 46.2

ISSN: 03060012, 14604744

DOI: 10.1039/d1cs00564b

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General Chemistry

Abstract

Like the tale of blind men and an elephant, discussions of the anomeric effect illustrate the danger of conclusions from a limited perspective. Stereoelectronic analysis addresses this challenge and remains the most useful in predicting reactivity.

By date By citations

Citations by journals

	1 2 3 4 5 6 7
Journal of Organic Chemistry	Journal of Organic Chemistry, 7, 9.46% Journal of Organic Chemistry 7 publications, 9.46%
Journal of the American Chemical Society	Journal of the American Chemical Society, 5, 6.76% Journal of the American Chemical Society 5 publications, 6.76%
Molecules	Molecules, 4, 5.41% Molecules 4 publications, 5.41%
RSC Advances	RSC Advances, 4, 5.41% RSC Advances 4 publications, 5.41%
Organic Letters	Organic Letters, 3, 4.05% Organic Letters 3 publications, 4.05%
Polycyclic Aromatic Compounds	Polycyclic Aromatic Compounds, 3, 4.05% Polycyclic Aromatic Compounds 3 publications, 4.05%
Journal of Molecular Structure	Journal of Molecular Structure, 2, 2.7% Journal of Molecular Structure 2 publications, 2.7%
Journal of Physical Chemistry A	Journal of Physical Chemistry A, 2, 2.7% Journal of Physical Chemistry A 2 publications, 2.7%
ChemistrySelect	ChemistrySelect, 2, 2.7% ChemistrySelect 2 publications, 2.7%
New Journal of Chemistry	New Journal of Chemistry, 2, 2.7% New Journal of Chemistry 2 publications, 2.7%
Journal of the Iranian Chemical Society	Journal of the Iranian Chemical Society, 2, 2.7% Journal of the Iranian Chemical Society 2 publications, 2.7%
Scientific Reports	Scientific Reports, 2, 2.7% Scientific Reports 2 publications, 2.7%
Computational and Theoretical Chemistry	Computational and Theoretical Chemistry, 2, 2.7% Computational and Theoretical Chemistry 2 publications, 2.7%
Angewandte Chemie	Angewandte Chemie, 2, 2.7% Angewandte Chemie 2 publications, 2.7%
Angewandte Chemie - International Edition	Angewandte Chemie - International Edition, 2, 2.7% Angewandte Chemie - International Edition 2 publications, 2.7%
Journal of Chemical Information and Modeling	Journal of Chemical Information and Modeling, 1, 1.35% Journal of Chemical Information and Modeling 1 publication, 1.35%
Research on Chemical Intermediates	Research on Chemical Intermediates, 1, 1.35% Research on Chemical Intermediates 1 publication, 1.35%
Tetrahedron Letters	Tetrahedron Letters, 1, 1.35% Tetrahedron Letters 1 publication, 1.35%
Journal of the Indian Chemical Society	Journal of the Indian Chemical Society, 1, 1.35% Journal of the Indian Chemical Society 1 publication, 1.35%
Journal of Molecular Liquids	Journal of Molecular Liquids, 1, 1.35% Journal of Molecular Liquids 1 publication, 1.35%
Bioresource Technology	Bioresource Technology, 1, 1.35% Bioresource Technology 1 publication, 1.35%
Dyes and Pigments	Dyes and Pigments, 1, 1.35% Dyes and Pigments 1 publication, 1.35%
Structural Chemistry	Structural Chemistry, 1, 1.35% Structural Chemistry 1 publication, 1.35%
Organic Chemistry Frontiers	Organic Chemistry Frontiers, 1, 1.35% Organic Chemistry Frontiers 1 publication, 1.35%
Molecular Catalysis	Molecular Catalysis, 1, 1.35% Molecular Catalysis 1 publication, 1.35%
Photochemistry and Photobiology	Photochemistry and Photobiology, 1, 1.35% Photochemistry and Photobiology 1 publication, 1.35%
European Journal of Organic Chemistry	European Journal of Organic Chemistry, 1, 1.35% European Journal of Organic Chemistry 1 publication, 1.35%
Chemical Science	Chemical Science, 1, 1.35% Chemical Science 1 publication, 1.35%
Physical Chemistry Chemical Physics	Physical Chemistry Chemical Physics, 1, 1.35% Physical Chemistry Chemical Physics 1 publication, 1.35%
	1 2 3 4 5 6 7

Citations by publishers

	5 10 15 20 25
American Chemical Society (ACS)	American Chemical Society (ACS), 23, 31.08% American Chemical Society (ACS) 23 publications, 31.08%
Royal Society of Chemistry (RSC)	Royal Society of Chemistry (RSC), 12, 16.22% Royal Society of Chemistry (RSC) 12 publications, 16.22%
Wiley	Wiley, 11, 14.86% Wiley 11 publications, 14.86%
Elsevier	Elsevier, 10, 13.51% Elsevier 10 publications, 13.51%
Springer Nature	Springer Nature, 7, 9.46% Springer Nature 7 publications, 9.46%
Multidisciplinary Digital Publishing Institute (MDPI)	Multidisciplinary Digital Publishing Institute (MDPI), 4, 5.41% Multidisciplinary Digital Publishing Institute (MDPI) 4 publications, 5.41%
Taylor & Francis	Taylor & Francis, 3, 4.05% Taylor & Francis 3 publications, 4.05%
Scientific Publishers	Scientific Publishers, 1, 1.35% Scientific Publishers 1 publication, 1.35%
Pleiades Publishing	Pleiades Publishing, 1, 1.35% Pleiades Publishing 1 publication, 1.35%
	5 10 15 20 25

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Alabugin I. V. et al. Anomeric effect, hyperconjugation and electrostatics: lessons from complexity in a classic stereoelectronic phenomenon // Chemical Society Reviews. 2021. Vol. 50. No. 18. pp. 10212-10252.

GOST all authors (up to 50) Copy

Alabugin I. V., Kuhn L., Krivoshchapov N. V., Mehaffy P., Medvedev M. G. Anomeric effect, hyperconjugation and electrostatics: lessons from complexity in a classic stereoelectronic phenomenon // Chemical Society Reviews. 2021. Vol. 50. No. 18. pp. 10212-10252.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1039/d1cs00564b

UR - https://doi.org/10.1039%2Fd1cs00564b

TI - Anomeric effect, hyperconjugation and electrostatics: lessons from complexity in a classic stereoelectronic phenomenon

T2 - Chemical Society Reviews

AU - Alabugin, Igor V.

AU - Kuhn, Leah

AU - Mehaffy, Patricia

AU - Medvedev, Michael G.

AU - Krivoshchapov, Nikolai V

PY - 2021

DA - 2021/08/24 00:00:00

PB - Royal Society of Chemistry (RSC)

SP - 10212-10252

IS - 18

VL - 50

SN - 0306-0012

SN - 1460-4744

ER -

BibTex |

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BibTex Copy

@article{2021_Alabugin,

author = {Igor V. Alabugin and Leah Kuhn and Patricia Mehaffy and Michael G. Medvedev and Nikolai V Krivoshchapov},

title = {Anomeric effect, hyperconjugation and electrostatics: lessons from complexity in a classic stereoelectronic phenomenon},

journal = {Chemical Society Reviews},

year = {2021},

volume = {50},

publisher = {Royal Society of Chemistry (RSC)},

month = {aug},

url = {https://doi.org/10.1039%2Fd1cs00564b},

number = {18},

pages = {10212--10252},

doi = {10.1039/d1cs00564b}

}

MLA

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MLA Copy

Alabugin, Igor V., et al. “Anomeric effect, hyperconjugation and electrostatics: lessons from complexity in a classic stereoelectronic phenomenon.” Chemical Society Reviews, vol. 50, no. 18, Aug. 2021, pp. 10212-10252. https://doi.org/10.1039%2Fd1cs00564b.

Found error?

Publisher

Royal Society of Chemistry (RSC)

Journal

Chemical Society Reviews

Quartile SCImago

Quartile WOS

Impact factor

46.2

ISSN

03060012 (Print)
14604744 (Electronic)

Labs

Theoretical Chemistry Group of the IOH RAS

Profiles

Medvedev, Michael G