Premium
Synthesis and chemistry of azolenines. Part 19. Basicities of some 2 H ‐ and 3 H ‐pyrroles and the remarkably large p K a ′ of 2,2,3,5‐tetramethyl‐2 H ‐pyrrole
Author(s) -
Lui KonHung,
Sammes Michael P.
Publication year - 1990
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610030810
Subject(s) - chemistry , pyrrole , medicinal chemistry , computational chemistry , stereochemistry , organic chemistry
p K a ′ Values are reported for two 2 H ‐pyrroles and their 3 H ‐pyrrole isomers. The latter have basicities of the same order as similarly substituted pyridines, whereas the former are 2–2·5 p K units more basic, 2,2,3,5‐tetramethyl‐2 H ‐pyrrole having a p K a ′ of 8·40, close to that for 2‐aminoimidazole. Possible reasons are given.