In:
Zeitschrift für Naturforschung B, Walter de Gruyter GmbH, Vol. 33, No. 1 ( 1978-1-1), p. 100-105
Abstract:
NMR spectra of several cyclohexenone epoxides obtained by oxygenation of 4-R-2,6-di-tert-butylphenols have been assigned, using substituent induced shifts, offresonance and C - H single-frequency-decoupling techniques, as well as completely C - H coupled spectra. For the -butyl signals the following sequence rules are relevant: methyl carbons and protons = δtBu-C-olefinic(sp 2 ) 〉 δtBu-C-oxirane(sp 3 ) ≥ δtBu-C-OH(sp 3 ); quaternary carbons = δtBu-C-OH(sp 3 ) 〉 δtBu-C-olefinic(sp 2 ) 〉 δtBu-C-oxirane(sp 3 ). In these compounds, the oxirane oxygen causes a highfield shift of the signal of the quaternary C-atom of the feri-butyl group as compared with the influence of a hydroxy group.
Type of Medium:
Online Resource
ISSN:
1865-7117
,
0932-0776
DOI:
10.1515/znb-1978-0120
Language:
English
Publisher:
Walter de Gruyter GmbH
Publication Date:
1978
detail.hit.zdb_id:
2078109-X
detail.hit.zdb_id:
124635-5
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