Journal of Molecular Structure p. 207 - 218 (2019)
Update date:2022-08-11
Topics:
Ko?odziej, Beata
Morawiak, Maja
Schilf, Wojciech
Kamieński, Bohdan
In the present paper, twelve Schiff bases derived from 3-amino-1H-1,2,4-triazole (ATz) and various benzaldehydes, and salicylaldehydes were synthesized. The 1H, 13C, and 15N NMR data are discussed in relation to the structure of ATz and its imine products. In addition, X-ray, ATR-FTIR, and UV–Vis analytical techniques are used for structure elucidation of ATz-based Schiff bases. It was found that the starting material, 3-amino-1H-1,2,4-triazole, exists as tautomeric mixture of three forms (Graphical Abstract) in solution, whereas in the solid state (13C and 15N CPMAS data) potentially tautomeric proton is located on nitrogen atom traditionally marked as N-2 (Graphical Abstract, 2N–H structure). All investigated Schiff bases derived from salicylaldehydes exist in both phases as tautomeric equilibrium mixtures, where enol-imine forms are dominated structures. The positions of those equilibria only very slightly depend on substituents in phenol ring. Generally, the contributions of keto-amine forms in the solid state are higher comparing with DMSO solutions.
View MoreContact:+86-571-28186845
Address:Room 1224,Eastcom Mansion,398 Wensan Road,Hangzhou,310013 China
Contact:+86-20-32051076
Address:1105,Building A, International Business Incubator,Science City
Shijiazhuang Sdyano Fine Chemical Co., Ltd
Contact:+86-311-89830448
Address:NO.48 Ta Nan Road,Yuhua District,Shijiazhuang,Hebei,China
Contact:86-21-34622192,13917187091,21-34622765
Address:No. 500 Caobao Road Shanghai P.R China
BAODING SINO-CHEM INDUSTRY CO.,LTD
Contact:0312-5956088
Address:NO.8 FUXING ROAD,CHINA
Doi:10.1007/BF00475570
(1988)Doi:10.1134/S1070428009040022
(2009)Doi:10.1002/anie.200704460
(2008)Doi:10.1016/S0040-4039(98)02560-X
(1999)Doi:10.1016/0300-483X(96)03458-0
(1996)Doi:10.1021/ja01212a082
(1946)