Studies on the substituent dependence of  1 H chemical shifts. Unusual  1 H shifts in  trans ‐9‐halogenodecalins | Zendy

Schrumpf G. | Zendy; Sanwald W. | Zendy; Machinek R. | Zendy

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Studies on the substituent dependence of 1 H chemical shifts. Unusual 1 H shifts in trans ‐9‐halogenodecalins

Author(s) -

Schrumpf G.,

Sanwald W.,

Machinek R.

Publication year - 1987

Publication title -

magnetic resonance in chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.483

H-Index - 72

eISSN - 1097-458X

pISSN - 0749-1581

DOI - 10.1002/mrc.1260250104

Subject(s) - chemistry , alkane stereochemistry , chemical shift , electronegativity , substituent , stereochemistry , halogen , spectral line , crystallography , medicinal chemistry , organic chemistry , crystal structure , alkyl , physics , astronomy

The 1 H, 2 H and 13 C spectra of trans ‐9‐chloro, ‐bromo‐ and ‐iodo‐decalins and their deuteriated analogues have been recorded in order to study the effect of chloro, bromo and iodo substituents on β antiperiplanar protons. All shifts were completely assigned. Unusually large upfield shifts were detected for β protons antiperiplanar to the halogen substituents. The electronegativity dependence of the β shifts is opposite to that hitherto reported.

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