1,5-Diaza-3,7-diphosphacyclooctanes (P 2 N 2 ): An Underappreciated Ligand Class for Nickel- and Palladium-Catalyzed Heck-Type Cross-Couplings

被引:0
|
作者
Isbrandt, Eric S. [1 ]
Newman, Stephen G. [1 ]
机构
[1] Univ Ottawa, Ctr Catalysis Res & Innovat, Dept Chem & Biomol Sci, 10 Marie Curie, Ottawa, ON K1N 6N5, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
transition-metal catalysis; Mizoroki-Heck coupling; ligand design; regioselectivity; reductive cross-coupling; ELECTROCATALYTIC REDUCTION; HETEROLYTIC CLEAVAGE; COMPLEXES; ARYLATION; ARYL; OXIDATION; OLEFINS; H-2; DEACTIVATION; SELECTIVITY;
D O I
10.1055/s-0043-1775400
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1,5-Diaza-3,7-diphosphacyclooctane (P2N2) scaffolds represent a readily accessible, tunable ligand class for transition metals. However, despite their prevalence in areas such as electrocatalysis and coordination chemistry, P2N2 ligands have been rarely used to make catalysts for organic synthesis. Research into Mizoroki-Heck-type aldehyde, alcohol, and alkene arylation reactions has revealed that the P(2)N(2 )family outperforms many commonly used phosphines. This Synpacts article summarizes our work and provides a broad overview on the preparation and application of P2N2 ligands in organic synthesis. It also serves to highlight how a simple, modular class of ligands can solve contemporary challenges with transition-metal catalysis, including novel reactivity and exceptional regioselectivity.
引用
收藏
页码:607 / 614
页数:8
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