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ABSTRACT:
SUBMITTER: Rodrigues Silva D
PROVIDER: S-EPMC8048458 | biostudies-literature | 2021 Apr
REPOSITORIES: biostudies-literature
Rodrigues Silva Daniela D de Azevedo Santos Lucas L Hamlin Trevor A TA Fonseca Guerra Célia C Freitas Matheus P MP Bickelhaupt F Matthias FM
Chemphyschem : a European journal of chemical physics and physical chemistry 20210225 7
We have quantum chemically investigated the rotational isomerism of 1,2-dihaloethanes XCH<sub>2</sub> CH<sub>2</sub> X (X = F, Cl, Br, I) at ZORA-BP86-D3(BJ)/QZ4P. Our Kohn-Sham molecular orbital (KS-MO) analyses reveal that hyperconjugative orbital interactions favor the gauche conformation in all cases (X = F-I), not only for X = F as in the current model of this so-called gauche effect. We show that, instead, it is the interplay of hyperconjugation with Pauli repulsion between lone-pair-type ...[more]