New Approaches for Biaryl-Based Phosphine Ligand Synthesis via P═O Directed C–H Functionalizations,Accounts of Chemical Research

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New Approaches for Biaryl-Based Phosphine Ligand Synthesis via P═O Directed C–H Functionalizations
Accounts of Chemical Research ( IF 16.4 ) Pub Date : 2017-05-09 00:00:00 , DOI: 10.1021/acs.accounts.7b00167
Yan-Na Ma ₁ , Shi-Xia Li ₁ , Shang-Dong Yang _{1,

2}

Affiliation

Given the important influence of phosphine ligands in transition metal-catalyzed reactions, chemists have searched for straightforward and efficient methodologies for the synthesis of diverse phosphine ligands. Although significant progress has been made in this aspect over the past decades, the development of new phosphorus-containing ligands with properties superior to their predecessors remains a central task for chemists. Recently, researchers have demonstrated that biphenyl monophosphine ligands function as highly efficient ligands for transition-metal-catalyzed organic transformations, especially for reactions where chelating bisphosphine ligands cannot be used. In 1998, Buchwald introduced a new class of air-stable phosphine ligands based on the dialkylbiaryl phosphine backbone. These ligands have been successfully used for a wide variety of palladium-catalyzed carbon–carbon, carbon–nitrogen, and carbon–oxygen construction processes as well as serving as supporting ligands for a number of other reactions. At the same time, the use of the biphenyl monophosphine ligands often allows reactions to proceed with short reaction times and low catalyst loadings and under mild reaction conditions. However, the synthesis of chiral biphenyl monophosphine ligands, especially those the chirality of which is due to biaryl axial chirality, is very limited.

中文翻译：

通过P═O定向C–H官能化合成基于联芳基的膦配体的新方法

考虑到膦配体在过渡金属催化的反应中的重要影响，化学家已经在寻找直接和有效的方法来合成各种膦配体。尽管在过去的几十年中在这方面已经取得了重大进展，但是开发性能优于其前身的新型含磷配体仍然是化学家的主要任务。最近，研究人员已证明联苯单膦配体在过渡金属催化的有机转化中起着高效配体的作用，尤其是对于不能使用螯合双膦配体的反应。1998年，布赫瓦尔德（Buchwald）推出了基于二烷基联芳基膦骨架的一类新型的空气稳定的膦配体。这些配体已经成功地用于各种钯催化的碳-碳，碳-氮和碳-氧的构建过程，并作为许多其他反应的支持性配体。同时，联苯单膦配体的使用通常允许反应在短的反应时间和低的催化剂负载下并且在温和的反应条件下进行。然而，手性联苯基单膦配体的合成，特别是手性是由于联芳基轴向手性所致的那些，是非常有限的。联苯单膦配体的使用通常使反应以较短的反应时间和较低的催化剂负载量并在温和的反应条件下进行。然而，手性联苯基单膦配体的合成，特别是手性是由于联芳基轴向手性所致的那些，是非常有限的。联苯单膦配体的使用通常使反应以较短的反应时间和较低的催化剂负载量并在温和的反应条件下进行。然而，手性联苯基单膦配体的合成，特别是手性是由于联芳基轴向手性所致的那些，是非常有限的。

更新日期：2017-05-09

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