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

doi:10.3969/j.issn.0253-2417.2018.02.006

Abstract

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.

Key words: dehydroabietylamine, acrypimaric amine, N-heterocyclic carbine, catalysis, addition reaction

CLC Number:

TQ35

LI Jian, ZHANG Junhua, SONG Zhanqian, SHANG Shibin. Preparation of Rosin-based N-Heterocyclic Carbene Catalyst and Its Catalytic Properties for Addition Reaction of Aryl[J]. Chemistry and Industry of Forest Products, 2018, 38(2): 46-50.

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

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