Aldol Condensations of Aldehydes and Ketones Catalyzed by Primary Amine on Water
Xu Zhang
College of Chemistry and Chemical Engineering, Chongqing University, Chongqing 400044, P.R. China
Yan Xiong
College of Chemistry and Chemical Engineering, Chongqing University, Chongqing 400044, P.R. China
Shuting Zhang
College of Chemistry and Chemical Engineering, Chongqing University, Chongqing 400044, P.R. China
Xuege Ling
College of Chemistry and Chemical Engineering, Chongqing University, Chongqing 400044, P.R. China
Jinyue Wang
Yibin Research Center of Chemical & Textile Industry, Key Laboratory of Computational Physics in Universities of Sichuan, Yibin University, Yibin 644000, P.R. China
Changguo Chen
College of Chemistry and Chemical Engineering, Chongqing University, Chongqing 400044, P.R. China
Corresponding Author(s) : Yan Xiong
xiong@cqu.edu.cn
Asian Journal of Chemistry,
Vol. 24 No. 2 (2012): Vol 24 Issue 2
Potassium glycinate-catalyzed aldol condensation reactions of aromatic aldehydes and ketones on water at room temperature have been developed. Under optimal conditions, various condensation adducts are furnished in up to 63 % yield. By simple separation of the oil phase, potassium glycinate-containing water is reused to catalyze aldol condensation for six runs without loss of catalytic activity. Theoretical investigation reveals correlation between the yields and dehydroxylation energy barriers of aldol products, reasonably low activation energy of 11.9 kcal/mol for transition state formation in condensation of benzaldehyde and acetone, vibrations between aldol donor and acceptor, which correspond to the only imaginary frequency (-179.8i).
Zhang, X., Xiong, Y., Zhang, S., Ling, X., Wang, J., & Chen, C. (2011). Aldol Condensations of Aldehydes and Ketones Catalyzed by Primary Amine on Water. Asian Journal of Chemistry, 24(2), 751–755. Retrieved from https://asianpubs.org/index.php/ajchem/article/view/8608
