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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 [1]. Because donor and acceptor properties are often engraved into our thinking about functional groups by the current educational paradigms, such a stereoelectronic “umpolung” can unlock useful ways of thinking about chemical reactivity and open new doors for reaction design. We are looking forward to new examples of stereoelectronic chameleons in control of structure and reactivity. This work was supported by RSF (grant № 16-13-00114). Reference 1. Vatsadze, S. Z.; Loginova, Y. D.; dos Passos Gomes, G.; Alabugin I. V. , Chem Eur J – 2016 – DOI: 10.1002/chem201603491.