Schiff Base Type Fe(III) Complexes Catalyzed Carbon Dioxide and Epoxides for Preparing Cyclic Carbonates

doi:10.6023/cjoc202506003

Chinese Journal of Organic Chemistry ›› 2026, Vol. 46 ›› Issue (1): 233-240.DOI: 10.6023/cjoc202506003 Previous Articles Next Articles

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席夫碱型Fe(III)配合物催化二氧化碳和环氧化物制备环状碳酸酯

刘涛^a, 周永博^a, 郎同庆^b, 牛海波^b, 陈飞^a, 杜智宏^a, 薄春博^a, 李敏^a^,^*(), 刘宁^a^,^*()

^a 石河子大学化学化工学院化工绿色过程兵团重点实验室新疆石河子 832003
^b 晨光生物科技集团图木舒克有限公司新疆图木舒克 843900

收稿日期:2025-06-02 修回日期:2025-07-28 发布日期:2025-09-03
通讯作者: 李敏, 刘宁
基金资助:
国家自然科学基金(22168034); 新疆维吾尔自治区“天池英才”计划、第三师图木舒克市科技计划(KY2025JBGS01); 兵团英才及兵团研究生创新计划(BTYJXM-2024-K26)

Schiff Base Type Fe(III) Complexes Catalyzed Carbon Dioxide and Epoxides for Preparing Cyclic Carbonates

Liu Tao^a, Zhou Yongbo^a, Lang Tongqing^b, Niu Haibo^b, Chen Fei^a, Du Zhihong^a, Bo Chunbo^a, Li Min^a^,^*(), Liu Ning^a^,^*()

^a State Key Laboratory Incubation Base for Green Processing of Chemical Engineering, School of Chemistry and Chemical Engineering, Shihezi University, Shihezi, Xinjiang 832003
^b Chenguang Biotechnology Group Tumushuke Co., Ltd., Tumushuke, Xinjiang 843900

Received:2025-06-02 Revised:2025-07-28 Published:2025-09-03
Contact: Li Min, Liu Ning
Supported by:
National Natural Science Foundation of China(22168034); Tianchi Talent Project of Xinjiang Uygur Autonomous Region, the Science and Technology Project of 3rd Division Tumushuke City(KY2025JBGS01); Bingtuan Talents and the Bingtuan Graduate Research Innovation Project of Production and Construction(BTYJXM-2024-K26)

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Abstract

To achieve the high-value utilization of carbon dioxide (CO₂), two Schiff base-type Fe(III) complexes were synthesized, and their catalytic performance in the preparation of cyclic carbonates through the cycloaddition reaction between CO₂ and epoxides was investigated. The results showed that bis(((2-(1H-pyrazol-1-yl)phenyl)imino)methyl)-4,6-di-tert-butylphenol) iron(III) tetrabromide iron(III) (Cat 2) exhibited high catalytic activity and substrate universality for various epoxides (including terminal, aromatic, and sterically hindered epoxides) under solvent-free and cocatalyst-free conditions at 80 °C and 0.50 MPa CO₂ pressure with product yields ranging from 89% to 94%.. Through X-ray photoelectron spectroscopy (XPS) and high-resolution mass spectrometry (HRMS) analyses, the Fe(III) valence state and active intermediates were clarified, and the catalytic mechanism was proposed. The Fe(III) center acts as a Lewis acid to activate the epoxide, while the bromide ions dissociated from the tetrabromoferrate anion serve as nucleophiles to promote the ring-opening of the epoxide, and their synergistic effect accelerates the reaction. This Fe catalytic system provides a catalyst design idea for CO₂ conversion.

Key words: cyclic carbonate, Schiff base type Fe complex, carbon dioxide, epoxide, cycloaddition reaction

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Liu Tao, Zhou Yongbo, Lang Tongqing, Niu Haibo, Chen Fei, Du Zhihong, Bo Chunbo, Li Min, Liu Ning. Schiff Base Type Fe(III) Complexes Catalyzed Carbon Dioxide and Epoxides for Preparing Cyclic Carbonates[J]. Chinese Journal of Organic Chemistry, 2026, 46(1): 233-240.

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席夫碱型Fe(III)配合物催化二氧化碳和环氧化物制备环状碳酸酯

Schiff Base Type Fe(III) Complexes Catalyzed Carbon Dioxide and Epoxides for Preparing Cyclic Carbonates

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Fig. & Tab. 6

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Entry	Catalyst	Catalyst/mol%	Temp./℃	Yield^b/%
1	Cat 1	1.00	30	50
2	Cat 2	1.00	30	60
3	Cat 2	1.00	80	94
4	Cat 2	0.75	80	90
5	Cat 2	0.50	80	89
6	Cat 2	0.30	80	60

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