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松香基氮杂环卡宾催化剂的制备及其对芳基加成反应的催化性能

李健 张军华 宋湛谦 商士斌

林产化学与工业2018,Vol.38Issue(2):46-50,5.
林产化学与工业2018,Vol.38Issue(2):46-50,5.DOI:10.3969/j.issn.0253-2417.2018.02.006

松香基氮杂环卡宾催化剂的制备及其对芳基加成反应的催化性能

Preparation of Rosin-based N-Heterocyclic Carbene Catalyst and Its Catalytic Properties for Addition Reaction of Aryl

李健 1张军华 1宋湛谦 2商士斌2

作者信息

  • 1. 西北农林科技大学 林学院,陕西 杨凌712100
  • 2. 中国林业科学研究院林产化学工业研究所,江苏 南京210042
  • 折叠

摘要

Abstract

Two kinds of rosin-based N-heterocyclic carbene (NHC) from dehydroabietylamine and acrypimaric amine were designed and synthesized,and their structures were identified by FT-IR, 1H NMR, 13C NMR, MS and elemental analysis. For screening the catalysts and evaluating their activity, the novel rosin-based NHC molecules were used to catalyze the addition reaction of aromatic aldehydes and aryl boronic acids. The results showed that catalytic activity of the acrypimaric-based NHC (Ap-NHC) was better than that of dehydroabietic-based NHC(Da-NHC), and the optimal catalytic effect was presented at reaction conditions of reaction temperature 60℃,the reaction time 4 h,the amount of catalyst 2.5% and potassium tert-butoxide as alkali,and the yield reached to 95%. Finally,the influence of different substituent groups on the reactant was studied. When the aryl boronic acid reacted with the aromatic aldehyde with electron withdrawing group, the yield was the highest, while the substituent on the boric acid had little effect on the reaction.

关键词

脱氢枞胺/丙烯海松胺/氮杂环卡宾/催化/加成反应

Key words

dehydroabietylamine/acrypimaric amine/N-heterocyclic carbine/catalysis/addition reaction

分类

化学化工

引用本文复制引用

李健,张军华,宋湛谦,商士斌..松香基氮杂环卡宾催化剂的制备及其对芳基加成反应的催化性能[J].林产化学与工业,2018,38(2):46-50,5.

基金项目

国家自然科学基金资助项目(31400509) (31400509)

西北农林科技大学林学院"优秀青年教师人才培育计划"(Z111021604) (Z111021604)

林产化学与工业

OA北大核心CSCDCSTPCD

0253-2417

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