Stereoelectronic Chameleons: The Donor–Acceptor Dichotomy of Functional Groups

Stereoelectronic factors account for the apparent reversal of donor–acceptor properties of a variety of functional groups by a simple change of their orientation in space. The new reactivity patterns that arise from spatial anisotropy are associated with chameleonic behavior of common organic functi...

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Bibliographic Details
Published inChemistry : a European journal Vol. 23; no. 14; pp. 3225 - 3245
Main Authors Vatsadze, Sergey Z., Loginova, Yulia D., dos Passos Gomes, Gabriel, Alabugin, Igor V.
Format Journal Article
LanguageEnglish
Published Germany Wiley Subscription Services, Inc 08.03.2017
Subjects
acceptors
Anisotropy
Chemistry
Dichotomies
donors
Functional groups
Orientation
reactive intermediates
stereoelectronic effects
donors
functional groups
stereoelectronic effects
reactive intermediates
acceptors
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Summary:Stereoelectronic factors account for the apparent reversal of donor–acceptor properties of a variety of functional groups by a simple change of their orientation in space. The new reactivity patterns that arise from spatial anisotropy are associated with chameleonic behavior of common organic functionalities. CHEMeleon: Stereoelectronic factors account for the apparent reversal of donor–acceptor properties of a variety of functional groups by a simple change of their orientation in space. The new reactivity patterns that arise from spatial anisotropy are associated with chameleonic behavior of common organic functionalities.
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ISSN:0947-6539
1521-3765
1521-3765
DOI:10.1002/chem.201603491