NMR study of 4-membered rings. VIII—The sign of the four-bond couplings in adducts of cyclopentenone with vic-dichloroethylenes

Autor:	A. Bongini, L. Lamartina, R. Mondelli, G. Tagliabue
Rok vydání:	1975
Předmět:	Coupling constant Cyclopentenone Stereochemistry General Chemistry Ring (chemistry) Cyclobutane Adduct Dichloroethylenes chemistry.chemical_compound Crystallography chemistry General Materials Science Cis–trans isomerism Sign (mathematics)
Zdroj:	Organic Magnetic Resonance. 7:320-325
ISSN:	1097-458X 0030-4921
DOI:	10.1002/mrc.1270070706
Popis:	The proton spectra of the four stereoisomers prepared by photocycloaddition of 2-cyclopentenone to cis and trans dichloroethylene have been analysed using tickling and INDOR techniques in order to obtain the sign of the cross-ring four-bond coupling constants in the cyclobutane ring. These parameters are correlated with the relative orientation of the protons involved. The complete NMR analysis of the seven-spin system of the cycloadduct endo-7-phenoxybicyclo[3.2.0]hept-2-en-6-one has been carried out and all the four-bond coupling constants have been obtained and discussed. The sign of the cross-ring coupling in the cyclobutanone ring has been determined.
Databáze:	OpenAIRE
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