SYNTHESES AND CHARACTERISATION OF DIUREA MOLECULAR TWEESORS FOR THE RECOGNITION OF ANION

Journal of The Chilean Chemical Society

JAGESSAR, R. C¹ 

[1] University of Guyana, Greater Georgetown, Guyana

关键词: Novel urea receptors;    3;    3'-;    methylene diamine scaffold;    spectroscopic techniques;    integration pattern;    dicarboxylate anion;   

DOI  :  10.4067/S0717-97072013000400069

学科分类：化学（综合）

来源: Sociedad Chilena de Quimica

【 摘 要 】

Two novel urea anion receptors(11) and (12) were synthesized from building block 3,3' methylene diamine andwas characterized via the techniques of 1H NMR, 13CNMR,DEPT- 135 1H-1H COSY, HMQC and HMBC spectroscopy.The 1H NMR profile of both compounds reveals diagnostic peaks. Forcompound (11), the urea NH protons resonate as two singlets downfield at 8.706ppm and 8.635 ppm, whereas for compound (12) these two urea -NHCONH protonsresonate together at 8.614 ppm. There seem to be no rotation of the structureon the NMR time scale as the bridged CH2 protons resonate as a singlet.The integration pattern for the aromatic hydrogens for both compounds is: 2:4: 2: 4: 4, consistent with the structure. 13CNMR spectrums revealfourteen signals for both structures in accordance with fourteen different typesof carbon. Dept-135 indicates eight different CH protons. Preliminary anionbinding studies via 1HNMR spectroscopy revealed complexation withdicarboxylate anions in the highly competitive solvent, d6-DMSO.

【 授权许可】

Unknown