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NMR‐Untersuchungen zur Struktur von substituierten 3‐Aminoacrylsäureestern
Author(s) -
Neidlein Richard,
Kikelj Danijel,
Kramer Walter,
Spraul Manfred
Publication year - 1988
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19881210928
Subject(s) - chemistry , tautomer , enamine , intramolecular force , hydrogen bond , stereochemistry , medicinal chemistry , molecule , organic chemistry , catalysis
NMR Investigations on the Structure of Substituted 3‐Aminoacrylic Esters 3‐Amino‐2‐cyano‐3‐methoxyacrylate 1 and 3‐amino‐3‐chloro‐2‐cyanoacrylate 2 exist in the E configuration ( 1a, 2a ), which is stabilized by intramolecular hydrogen bonds. 1 J ( 15 N, 1 H)‐coupling constants give no evidence for an equilibrium between enamine‐ ( 1a, 2a ) and imino semiacetal ( 1b, 2b ) tautomers.