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Orbital hybridization: a key electronic factor in control of structure and reactivity
Author(s) -
Alabugin Igor V.,
Bresch Stefan,
Passos Gomes Gabriel
Publication year - 2015
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.3382
Subject(s) - chemistry , reactivity (psychology) , key (lock) , delocalized electron , nanotechnology , organic chemistry , computer science , computer security , medicine , materials science , alternative medicine , pathology
This review outlines fundamental factors responsible for hybridization trends in organic and main group compounds. Hybridization is a classic chemical concept that transcends textbook organic chemistry. Hybridization effects are omnipresent, and their understanding is essential for the unraveling of many structural and reactivity puzzles. Even when they are masked by a stronger effect (e.g., allylic delocalization), they still lurk below the surface. Overriding such effects comes with a penalty, whereas incorporation into reaction design provides an efficient tool for the control of reactivity. Copyright © 2014 John Wiley & Sons, Ltd.