Nuclear magnetic resonance spectroscopy of Schiff bases: II—imines extracted from aqueous solution

✍ Scribed by Joseph J. Pesek; Jack H. Frost

• Publisher: John Wiley and Sons
• Year: 1976
• Tongue: English
• Weight: 454 KB
• Volume: 8
• Category: Article
• ISSN: 0749-1581
• DOI: 10.1002/mrc.1270080402

✦ Synopsis

Abstract

Nuclear magnetic resonance spectroscopy is used to study netural imines formed from various aldehydes and primary amines in aqueous solution. The imines are then extracted into CDCl~3~ and their formation constants in the aqueous phase are calculated as a function of pD. The results are in agreement with previous studies. Decoupling experiments are used to prove that additional splitting of the proton spectrum is due to long range coupling rather than syn‐anti isomerism. The possibility of utilizing the formation of Schiff bases in aqueous solution for synthetic purposes is discussed and the ^13^C magnetic resonance spectrum of the imine, isolated from the reaction of 2‐thiophenecarbaldehyde and n‐butylamine, is reported.