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13 C NMR study of polyaryl‐ and poly‐ C ‐heteroaryl‐carbinols and their carbonium salts
Author(s) -
Avendaño Carmen,
de Diego Carmen,
Elguero José
Publication year - 1990
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.1260281203
Subject(s) - carbonium ion , chemistry , carbon atom , chemical shift , chloroform , medicinal chemistry , carbon fibers , carbon 13 nmr , ion , carbon chain , atom (system on chip) , stereochemistry , organic chemistry , polymer chemistry , alkyl , materials science , composite number , computer science , composite material , embedded system
The carbon‐13 chemical shifts of a series of trisubstituted methanols with phenyl, p ‐dimethylaminophenyl, 9‐fluorenyl, 2‐ N ‐methylpyrrolyl, 2‐furyl, 2‐thienyl, 2‐ N ‐methylindolyl, 2‐benzofuryl and 2‐benzothienyl substituents (26 compounds) are discussed. Those of the sp 3 carbon atoms bearing the OH group, and the ipso carbons carrying the COH group, follow additive models with high accuracy. The corresponding central carbon atom of the carbonium ions, which were stable enough to be studied in chloroform (eight compounds), also follows an additive pattern which allows the prediction of the chemical shifts of derivatives not studied in this work.