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Effects of CF 2 group pyramidalization in the 1,1,3,3‐tetrafluoropropenyl anion
Author(s) -
Hammons James H.,
Hrovat David A.,
Borden Weston Thatcher
Publication year - 1990
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.610031003
Subject(s) - chemistry , bond length , group (periodic table) , planar , ion , crystallography , basis set , molecular geometry , ab initio , computational chemistry , ab initio quantum chemistry methods , molecule , stereochemistry , density functional theory , crystal structure , computer graphics (images) , organic chemistry , computer science
Ab initio calculations with the 6–31G* basis set were carried out on planar and pyramidalized geometries of the 1,1,3,3‐tetrafluoropropenyl anion and on two geometries with one CF 2 group rotated out of conjugation. Structures with at least one pyramidalized CF 2 group are substantially lower in energy than the corresponding unpyramidalized structures for both rotated and unrotated geometries. At the MP2/6–31G* level of theory, three structures of approximately equal energy all lie 17–18 kcal mol −1 below the planar C 2 v structure. These include a C s geometry with one CF 2 group rotated out of conjugation, an unrotated C 1 structure with unequal CC bond lengths and an unrotated, pyramidalized C 2 structure with equal CC bond lengths.