Carbon-13 magnetic resonance study of spiro compounds

Autor: Jacques Reisse, Jean Brugidou, Daniel Zimmermann, Robert Ottinger, Henri Christol
Rok vydání: 1974
Předmět:
Zdroj: Organic Magnetic Resonance. 6:346-354
ISSN: 1097-458X
0030-4921
DOI: 10.1002/mrc.1270060610
Popis: A large series of cyclohexane and cyclopentane spiro compounds has been studied by carbon‐13 NMR. Increments have been derived in terms of α, β, γ spiro substituent effects, one ring being considered as the substituent of the other. As usual α and β effects are paramagnetic and γ effects are diamagnetic. They are compared with the corresponding effects associated with the introduction of a gem dimethyl group into a cyclohexane or cyclopentane ring. The size of the two rings involved in the spirane structure has a marked influence especially on the chemical shift of the spirane carbon atom. Comparison between monospiro and dispiro derivatives gives information about the so‐called 1,5 or δ effect which is paramagnetic. From an analytical point of view, carbon‐13 NMR appears to be a powerful method of detecting the spirane structure, apparently including the relative size of the rings. Copyright © 1974 Heyden & Son Ltd.
Databáze: OpenAIRE
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