Synthesis of novel chiral N, P-containing multidentate ligands and their applications in asymmetric transfer hydrogenation

引用本文: Shen Luan Yu, Yan Yun Li, Zhen Rong Dong, Juan Ni Zhang, Qi Li, Jing Xing Gao. Synthesis of novel chiral N, P-containing multidentate ligands and their applications in asymmetric transfer hydrogenation[J]. Chinese Chemical Letters, 2011, 22(11): 1269-1272. doi: 10.1016/j.cclet.2011.05.033 shu

Citation: Shen Luan Yu, Yan Yun Li, Zhen Rong Dong, Juan Ni Zhang, Qi Li, Jing Xing Gao. Synthesis of novel chiral N, P-containing multidentate ligands and their applications in asymmetric transfer hydrogenation[J]. Chinese Chemical Letters, 2011, 22(11): 1269-1272. doi: 10.1016/j.cclet.2011.05.033 shu

Synthesis of novel chiral N, P-containing multidentate ligands and their applications in asymmetric transfer hydrogenation

State Key Laboratory of Physical Chemistry of Solid Surfaces, National Engineering Laboratory for Green Chemical Productions of Alcohols-Ethers-Esters and Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, China
基金项目:
The authors are grateful to the National Natural Science Foundation of China (Nos.20423002 and 20703034), Natural Science Foundation of Fujian Province of China (No.2008J0235) for the financial support of this work.

摘要: Novel chiral PN₄-type multidentate aminophosphine ligands have been successfully synthesized by Schiff-base condensation of bis (o-formylphenyl)phenylphosphane and various chiral amino-sulfonamides. Their structures were fully characterized by IR, EI-MS and NMR. The catalytic systems, prepared in situ from the multidentate ligands and iridium (I) complexes, showed high activity in asymmetric transfer hydrogenation of propiophenone in 2-propanol solution, leading to corresponding optical alcohol with up to 75% ee.

关键词:

Chiral multidentate aminophosphine ligand
/ Indium complex
/ Propiophenone
/ Asymmetric transfer hydrogenation

English

Synthesis of novel chiral N, P-containing multidentate ligands and their applications in asymmetric transfer hydrogenation

State Key Laboratory of Physical Chemistry of Solid Surfaces, National Engineering Laboratory for Green Chemical Productions of Alcohols-Ethers-Esters and Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, China
Received Date: 16 February 2011
Fund Project:
The authors are grateful to the National Natural Science Foundation of China (Nos.20423002 and 20703034), Natural Science Foundation of Fujian Province of China (No.2008J0235) for the financial support of this work.

Abstract: Novel chiral PN₄-type multidentate aminophosphine ligands have been successfully synthesized by Schiff-base condensation of bis(o-formylphenyl)phenylphosphane and various chiral amino-sulfonamides. Their structures were fully characterized by IR, EI-MS and NMR. The catalytic systems, prepared in situ from the multidentate ligands and iridium(I) complexes, showed high activity in asymmetric transfer hydrogenation of propiophenone in 2-propanol solution, leading to corresponding optical alcohol with up to 75% ee.

Key words:

Chiral multidentate aminophosphine ligand
/ Indium complex
/ Propiophenone
/ Asymmetric transfer hydrogenation

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Synthesis of novel chiral N, P-containing multidentate ligands and their applications in asymmetric transfer hydrogenation

English

Synthesis of novel chiral N, P-containing multidentate ligands and their applications in asymmetric transfer hydrogenation

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

Synthesis of novel chiral N, P-containing multidentate ligands and their applications in asymmetric transfer hydrogenation

English

Synthesis of novel chiral N, P-containing multidentate ligands and their applications in asymmetric transfer hydrogenation

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南： 你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

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