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13C chemical shift non-equivalence in methylene carbons of monosubstituted cyclohexanes (1989)

Ito, Hiroshi ; Renaldo, Alfred F. ; Johnson, Robert D. ; [et al.]

Chichester : Wiley-Blackwell

Organic Magnetic Resonance 27 (1989), S. 273-276

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ISSN: 0749-1581

Keywords: Anisochronism ; Magnetic non-equivalence ; Cyclohexyl adducts ; Mercury method ; Chemistry ; Analytical Chemistry and Spectroscopy

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Monosubstituted cyclohexanes were synthesized by addition of a cyclohexyl radical to olefins bearing different substituents at the α-position. Six distinct methylene 13C resonances were observed, indicating that the methylene carbons located at the 2 and 6 positions and at the 3 and 5 positions are not magnetically equivalent. This magnetic non-equivalence (anisochronism) observed in the monosubstituted cyclohexanes is due to the introduction of an asymmetric center β to the prochiral C-1 ring carbon.

Additional Material: 3 Ill.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/mrc.1260270315

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