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13 C NMR assignments of conforma‐tionally defined 6‐ s‐trans ‐retinoids
Author(s) -
Vaezi M. F.,
Brouillette W. J.,
Muccio D. D.
Publication year - 1995
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.1260330616
Subject(s) - chemistry , heteronuclear molecule , aldehyde , stereochemistry , proton nmr , polar , double bond , carbon 13 nmr , nuclear magnetic resonance spectroscopy , organic chemistry , physics , astronomy , catalysis
A new class of vitamin A analogs (retinoids) was synthesized containing a dimethylene bridge to maintain a 6‐s‐trans conformation of the terminal double bonds. The 1 H and 13 C NMR spectra were assigned for 15 new compounds, including E‐Z isomers (all‐E, 13Z, 9Z and 9Z,13Z) of retinoids containing an ethyl ester and car‐boxylic acid polar end groups, and also the (all‐E)‐isomer of the retinoids with an alcohol and aldehyde polar end‐groups and five C 15 intermediates. The assignments were based on long‐range 1 H 13 C heteronuclear 2D experiments.