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人工甜味剂糖精基离子液体在水介质中对3,4-二氢吡喃并[]色烯、4,5-二氢吡喃并[4,3-]吡喃和四氢苯并[]吡喃的可持续合成的阴阳离子协同催化作用。

Anion-cation co-operative catalysis by artificial sweetener saccharine-based ionic liquid for sustainable synthesis of 3,4-dihydropyrano[]chromenes, 4,5-dihydropyrano[4,3-]pyran and tetrahydrobenzo[]pyrans in aqueous medium.

作者信息

Sharma Himani, Srivastava Suman

机构信息

Department of Applied Sciences, National Institute of Technology, Delhi IAMR Campus, Sec A-7, Narela Delhi 110040 India

出版信息

RSC Adv. 2018 Nov 20;8(68):38974-38979. doi: 10.1039/c8ra06889e. eCollection 2018 Nov 16.

DOI:10.1039/c8ra06889e
PMID:35558303
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9092461/
Abstract

In this study, a saccharine-based ionic liquid [Bmim]Sac has been found to be a sustainable catalyst for the synthesis of 3,4-dihydropyrano[]chromenes, 4,5-dihydropyrano[4,3-]pyran and tetrahydrobenzo[]pyrans scaffolds through Domino Knoevenagel-Michael reaction. The easy recovery of the catalyst and high yield of the products make the protocol attractive, sustainable and economical. A mechanistic hypothesis is discussed using the concept of cooperative catalysis based on the dual (electrophilic/nucleophilic) activation of reactants by [Bmim]Sac. Furthermore, dual hydrogen bonding of saccharinate anions plays an important role in the activation of nucleophiles.

摘要

在本研究中，基于糖精的离子液体[Bmim]Sac被发现是一种可持续的催化剂，可通过多米诺Knoevenagel-迈克尔反应合成3,4-二氢吡喃并[]色烯、4,5-二氢吡喃并[4,3-]吡喃和四氢苯并[]吡喃支架。催化剂易于回收且产物收率高，使得该方法具有吸引力、可持续性且经济。基于[Bmim]Sac对反应物的双重（亲电/亲核）活化，利用协同催化的概念讨论了一种机理假设。此外，糖精阴离子的双重氢键在亲核试剂的活化中起重要作用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d3c1/9092461/0bc2130a8e8b/c8ra06889e-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d3c1/9092461/8e87149f44bf/c8ra06889e-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d3c1/9092461/0a81bfc0b2b2/c8ra06889e-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d3c1/9092461/9fc32bcf7646/c8ra06889e-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d3c1/9092461/0bc2130a8e8b/c8ra06889e-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d3c1/9092461/8e87149f44bf/c8ra06889e-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d3c1/9092461/0a81bfc0b2b2/c8ra06889e-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d3c1/9092461/9fc32bcf7646/c8ra06889e-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d3c1/9092461/0bc2130a8e8b/c8ra06889e-f4.jpg

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