Esterification Catalysis by Pyridinium p-Toluenesulfonate Revisited-Modification with a Lipid Chain for Improved Activities and Selectivities.

Esterification Catalysis by Pyridinium p-Toluenesulfonate Revisited-Modification with a Lipid Chain for Improved Activities and Selectivities.
复制标题

对甲苯磺酸吡啶鎓的酯化催化用脂质链重新修饰以提高活性和选择性。

DOI:
10.1080/00397911.2012.749990
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发表时间:
2013
影响因子:
2.1
通讯作者:
Gao,Yong
Gao,Yong
中科院分区:
化学4区
文献类型:
--
作者:
Wang,Wei;Liu,Huimin;Xu,Shaoyi;Gao,Yong

文献摘要

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考察了对甲苯磺酸吡啶鎓盐(PPTS)的脂质类似物在温和条件下对羧酸和醇的等摩尔混合物的缩合反应的催化作用。虽然PPTS是一种不良的催化剂,但脂质链和硝基的引入显著提高了PPTS的活性,并导致抑制醇消除副反应的选择性。2-油酰胺基-5-硝基吡啶对甲苯磺酸盐(6)是一种先导催化剂,可促进多种酯化反应,产率高达99%。[可提供本条的补充材料。请访问出版商的在线版Synthetic Communications®获取以下免费补充资源:完整的实验和光谱细节。
The lipid analogs of pyridiniump-toluenesulfonate (PPTS) were examined for catalysis of the condensation of an equimolar mixture of carboxylic acids and alcohols under mild conditions without removal of water. Although PPTS is a poor catalyst, the introduction of a lipid chain and nitro group significantly improved the activity of PPTS and led to selectivity at suppressing the elimination side reactions of alcohols. 2-Oleamido-5-nitro-pyridinium p-toluenesulfonate (6) is a lead catalyst that promoted various esterification reactions with yields up to 99%.[Supplementary materials are available for this article. Go to the publisher's online edition ofSynthetic Communications®for the following free supplemental resource: Full experimental and spectral details.]