Imidodiphosphorimidates (IDPis): Catalyst Motifs with Unprecedented Reactivity and Selectivity

Cheng, Jun Kee1,2; Xiang, Shao-Hua1,2,3; Tan, Bin1,2

2023-02-01

10.1002/cjoc.202200618

CHINESE JOURNAL OF CHEMISTRY   Impact Factor & Quartile

1001-604X

1614-7065

The conceptually designed imidodiphosphorimidates (IDPis) have emerged as one of the most potent classes of chiral acid catalysts. They are characterized by enzyme-like, highly confined active site and high acidity, which underlie their wide-reaching applications as Bronsted acid catalysts and as precatalysts for silylium Lewis acids. Many carbon-carbon and carbon-heteroatom bond formation reactions that were deemed intractable could now be attained with spectacular reactivity and selectivity. Substrates that are small, unbiased and/or possess insufficient reactivity such as simple alkenes could now be engaged. The high structural confinement is particularly invaluable to control stereo- and chemoselectivity. The well-defined steric environment offers unique opportunity to control high-energy but structurally unbiased cation intermediates such as the norbonyl cations. Beyond practical appeals such as good scalability as well as ease and modularity of preparation, the extremely low pre-catalyst loadings required to achieve high turnover and stereoselectivity have also come to define a new frontier in organocatalysis.

Bronsted acid catalyst Lewis acid catalyst Silylium ACDC Imidodiphosphorimidates Asymmetric organocatalysis

SCI

English

First ; Corresponding

National Natural Science Foundation of China["21825105","21901105","22231004","22250410266"] ; National Key R&D Program of China[2021YFF0701604] ; Guangdong Provincial Key Laboratory of Catalysis[2020B121201002] ; Guangdong Innovative Program[2019BT02Y335] ; Shenzhen Science and Technology Program["KQTD20210811090112004","JCYJ20210324120205016","JCYJ20210324105005015"]

Chemistry

Chemistry, Multidisciplinary

WOS:000923048700001

WILEY-V C H VERLAG GMBH

CHEMISTRY

2-s2.0-85147176529

Web of Science

1.Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Guangdong, Peoples R China
2.Southern Univ Sci & Technol, Dept Chem, Guangdong Prov Key Lab Catalysis, Shenzhen 518055, Guangdong, Peoples R China
3.Southern Univ Sci & Technol, Acad Adv Interdisciplinary Studies, Shenzhen 518055, Guangdong, Peoples R China

Cheng, Jun Kee,Xiang, Shao-Hua,Tan, Bin. Imidodiphosphorimidates (IDPis): Catalyst Motifs with Unprecedented Reactivity and Selectivity[J]. CHINESE JOURNAL OF CHEMISTRY,2023,41(6):685-694.

Cheng, Jun Kee,Xiang, Shao-Hua,&Tan, Bin.(2023).Imidodiphosphorimidates (IDPis): Catalyst Motifs with Unprecedented Reactivity and Selectivity.CHINESE JOURNAL OF CHEMISTRY,41(6),685-694.

Cheng, Jun Kee,et al."Imidodiphosphorimidates (IDPis): Catalyst Motifs with Unprecedented Reactivity and Selectivity".CHINESE JOURNAL OF CHEMISTRY 41.6(2023):685-694.