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Sterically congested molecules, 15. Estimation of the ion‐pair NH‐acidity constant of the imino function
Author(s) -
Knorr Rudolf,
Ferchland Kathrin
Publication year - 1995
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199519950252
Subject(s) - chemistry , steric effects , imine , ion , amide , lithium (medication) , imide , molecule , inorganic chemistry , lithium amide , computational chemistry , medicinal chemistry , stereochemistry , polymer chemistry , organic chemistry , medicine , enantioselective synthesis , endocrinology , catalysis
The lithium imide 3 is slightly more basic than lithium bis(tri‐methylsilyl)amide ( 5c ) in THF solution. Based on a reported p K a value for hexamethyldisilazane ( 4c ) and assuming the simplest form of ion‐pair equilibration in eq. 1, the apparent p K a = 26.5 was determined for the imine 6 .