Applications of Sadphos in Earth-Abundant Metal Catalysis

doi:10.6023/cjoc202604047

Chinese Journal of Organic Chemistry ›› 2026, Vol. 46 ›› Issue (9): 3390-3398.DOI: 10.6023/cjoc202604047 Previous Articles Next Articles

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Sadphos在丰产金属催化反应中的应用

张瑞楠^a, 郑琪智^d, 赖圣怡^e, 罗文俊^a^,^*(), 许冰^b^,^*(), 张展鸣^c^,^*(), 张俊良^c^,^*()

^a 赣南师范大学化学与材料科学学院江西赣州 341000
^b 海军军医大学药学系上海 200433
^c 复旦大学化学系上海 200438
^d 华东理工大学药学院上海 200237
^e 东华大学化学与化工学院上海 201620

收稿日期:2026-04-28 修回日期:2026-05-25 发布日期:2026-07-23
通讯作者: 罗文俊, 许冰, 张展鸣, 张俊良
基金资助:
国家自然科学基金(22501294); 国家自然科学基金(22308061); 上海市东方英才计划(QNKJ2025050); 江西省自然科学基金(20243BCE51174); 江西省自然科学基金(20242BAB20110)

Applications of Sadphos in Earth-Abundant Metal Catalysis

Ruinan Zhang^a, Qizhi Zheng^d, Shengyi Lai^e, Wenjun Luo^a^,^*(), Bing Xu^b^,^*(), Zhan-Ming Zhang^c^,^*(), Junliang Zhang^c^,^*()

^a College of Chemistry and Materials Science, Gannan Normal University, Ganzhou, Jiangxi 341000
^b School of Pharmacy, Naval Medical University, Shanghai 200433
^c Department of Chemistry, Fudan University, Shanghai 200438
^d School of Pharmacy, East China University of Science and Technology, Shanghai 200237
^e College of Chemistry and Chemical Engineering, Donghua University, Shanghai 201620

Received:2026-04-28 Revised:2026-05-25 Published:2026-07-23
Contact: Wenjun Luo, Bing Xu, Zhan-Ming Zhang, Junliang Zhang
About author:
Dedicated to the 100th anniversary of the birth of Professor Xikui Jiang.
Supported by:
National Natural Science Foundation of China(22501294); National Natural Science Foundation of China(22308061); Shanghai Oriental Talents Program(QNKJ- 2025050); Natural Science Foundation of Jiangxi Province(20243BCE51174); Natural Science Foundation of Jiangxi Province(20242BAB20110)

Abundant metals (such as iron, cobalt, nickel, copper, zinc, and manganese) have prominent advantages including rich reserves, low cost, environmental friendliness, mild reaction conditions, and few by-products. Their asymmetric catalysis has become a core research direction to replace precious metals such as palladium, rhodium and iridium. Developed by the Junliang Zhang research group in 2014 based on the design concepts of non-C₂ symmetry, rigidity combined with flexibility, and containing multiple coordinating atoms such as P, N, O, and S, Sadphos ligands are a new type of chiral phosphine ligands with chiral tert-butylsulfinamide as the core skeleton. They have been developed into multiple series including Ming-Phos, Wei-Phos, Xiang-Phos, Xu-Phos, PC-Phos, TY-Phos, W-Phos, WJ-Phos, etc, featuring diverse structures, easy modification, abundant coordination sites, and excellent stereoregulatory ability. In 2016, Sadphos ligands were first applied in asymmetric abundant metal catalytic reactions, opening a new chapter in the research on the combination of the two. The research progress of Sadphos ligands in asymmetric reactions and polymerization reactions catalyzed by abundant metals (such as copper, nickel, and cobalt) over the past ten years from 2016 to 2026 is systematically summarized. Classified by the type of abundant metals, it focuses on summarizing their applications in various reactions including [3＋2] cycloaddition, asymmetric addition, asymmetric cross-coupling, asymmetric borylation of 1,1-disubstituted allenes, reductive cyclization, dynamic kinetic redu- ctive conjugate addition, axially chiral construction, enantioselective addition/vinylation of sulfinimines, and polymerization of allene monomers. It also discusses the matching between ligand structure and metal center as well as the stereoregulatory mechanism of catalysis, analyzes the challenges faced in current research, and looks forward to future development directions, providing references for further research, structural innovation, and industrial application in this field.

Key words: asymmetric catalysis, abundant metal catalysis, sulfinamide phosphine ligand, polymerization

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Ruinan Zhang, Qizhi Zheng, Shengyi Lai, Wenjun Luo, Bing Xu, Zhan-Ming Zhang, Junliang Zhang. Applications of Sadphos in Earth-Abundant Metal Catalysis[J]. Chinese Journal of Organic Chemistry, 2026, 46(9): 3390-3398.

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Fig. & Tab. 10

Figure 1. Optically active Sadphos ligands

Scheme 1. Asymmetric [3＋2] cycloaddition of azomethine ylides with β-trifluoromethyl β,β-disubstituted enones catalyzed by Cu/Sadphos

Scheme 2. Asymmetric [3＋2] cycloaddition of azomethine ylides with α-trifluoromethyl α,β-unsaturated esters catalyzed by Cu/ Sadphos

Scheme 3. Cu/Sadphos-catalyzed asymmetric [3＋2] cycloaddition reaction

Scheme 4. Cu/Sadphos-catalyzed asymmetric addition reaction

Scheme 5. Borylation of disubstituted allenes catalyzed by Cu/Sadphos

Scheme 6. Ni/Sadphos in polymerization reactions

Scheme 7. Ni/Sadphos-catalyzed reductive cyclization/cross-coupling reaction

Scheme 8. Asymmetric Suzuki-Miyaura atroposelective cross-coupling reaction catalyzed by Ni/Sadphos

Scheme 9. Co/Sadphos-catalyzed dynamic kinetic reductive conjugate addition reaction

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Sadphos在丰产金属催化反应中的应用

Applications of Sadphos in Earth-Abundant Metal Catalysis

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