Stereochemistry of cyclopentane derivatives from (2,3)J(CH) dependence on dihedral angle (theta H--C--C--X).
The (2,3)J(CH) dependence on dihedral angle (theta H--C--C--X) for cyclopentane derivatives was investigated. We observed that the combined use of experimentally obtained (2,3)J(CH) values and the theoretically determined dihedral angles between the corresponding nuclei can be used to infer the relative stereochemistry of the ring substituents in cyclopentane derivatives. There is a good correlation between the magnitude of (3)J(CH) and the dihedral angle between the hydrogen and the coupled carbon (R2 = 0.88).
Lacerda
Valdemar
V
Departamento de Química, Centro de Ciências Exatas da Universidade Federal do Espirito Santo, Av. Fernando Ferrari 514, 29060-900, Vitória, ES, Brazil. vljuniorqui@gmail.com
da Silva
Gil V J
GV
Constantino
Mauricio G
MG
Dos Santos
Reginaldo B
RB
de Castro
Eustáquio V R
EV
Silva
Renzo C
RC
D002244:Carbon / Q000737:chemistry*; D003198:Computer Simulation; D003517:Cyclopentanes / Q000737:chemistry*; D006859:Hydrogen / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods / Q000592:standards*; D008968:Molecular Conformation; D013237:Stereoisomerism
D003517:Cyclopentanes; D002244:Carbon; D006859:Hydrogen