Structural Studies of Two Tinuvin® P Analogs: 2-(2,4-Dimethylphenyl)-2H-benzotriazole and 2-Phenyl-2H-benzotriazole

Molecules

Rosa Mar໚ Claramunt²  Dolores Santa Mar໚²  Elena Pinilla¹  M. Rosario Torres¹ 

[1] Departamento de Química Inorgánica I, Facultad de Ciencias Químicas, Universidad Complutense de Madrid (UCM), 28040 Madrid, Spain;Departamento de Química Orgánica y Bio-Orgánica, Facultad de Ciencias, UNED, Senda del Rey 9, 28040 Madrid, Spain

关键词: 2-Arylbenzotriazoles;    synthesis;    NMR;    X-ray analysis;    DFT;   

DOI  :  10.3390/12092201

来源: mdpi

【 摘 要 】

2-(2,4-Dimethylphenyl)-2H-benzotriazole (1) has been synthesized in a three step procedure starting from 2,4-dimethyl-N-(2-nitrophenyl)benzamide via a 5-(2,4-dimethylphenyl)-1-(2-nitrophenyl)-1H-tetrazole intermediate. Its structure and those of Tinuvin^® P and 2-phenyl-2H-benzotriazole (5) have been studied by multinuclear NMR (¹H-, ¹³C- and ¹⁵N-) in solution and in the solid state. X-ray diffraction analysis of 1 and 5 allowed to us establish the molecular conformation around the single bond connecting the two aromatic systems, in agreement with the conclusions drawn from the NMR study. In the case of 1 ab initio geometry optimization was achieved at the Hartree-Fock HF/6-31G** and DFT B3LYP/6-31G** levels.

【 授权许可】

Unknown   
© 2007 by MDPI (http://www.mdpi.org).