80822-82-8Relevant academic research and scientific papers
Substituent Effects on the C-C-Bond Strength, 1. Structure and Strain Enthalpy of Tetrasubstituted Succinonitriles
Barbe, Werner,Beckhaus, Hans-Dieter,Lindner, Hans-Joerg,Ruechardt, Christoph
, p. 1017 - 1041 (2007/10/02)
Eleven Succinonitriles, tetrasubstituted by alkyl or aryl groups, were prepared, partially as pure meso- and DL-diastereomers.For four of them standard heats of formation ΔH0f and strain enthalpies Hsp were determined from heats of combustion.Their values were used together with data from the literature to deduce the CN-base value required for the computation of heats of formation ΔH0f of nitriles and dinitriles with Allinger's MM2 force field.In addition rotational barriers, conformational equilibria, dipole moments and structures were determined by force field calcula tions.The agreement with experimental data as e.g. the X-ray structures of 7d and 7g was good.The relationships between strain and structure are discussed.
