Wydział Chemii

Abhijit Mandal

Aleksander Filarowski

Tadeusz Głowiak

Aleksander Koll

Samaresh Mukherjee

2002

Journal of Molecular Structure-Theochem

577

153-159

10.1016/S0166-1280(01)00658-3

Naukowa

Angielski

Artykuł

In a newly synthesized orthohydroxy Schiff base, 7-ethylsalicylidene aniline (ESA), the hydrogen atom in C–C(H)N group is replaced by an ethyl group. The crystal structures of ESA determined by X-ray crystallography and ab initio calculations at the level of B3LYP/6-31G^∗∗ are performed. The results obtained indicate that the steric effects lead to the strengthening of intramolecular hydrogen bond (O–H⋯N) of ESA. We have compared the results of ESA with the results of another two previously studied Schiff bases, 2-(N-methyl-α-iminoethyl)-phenol (I) and 2-(N-benzyl-α-iminoethyl)-phenol (II). We have also constructed the potential energy surfaces on which the proton is supposed to move and analyzed the reaction path.

Schiff base, Ab initio, Steric repulsion

https://doi.org/10.1016/S0166-1280(01)00658-3

http://www.elsevier.com