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3d-Metal Catalyzed N- and C-Alkylation Reactions via Borrowing Hydrogen or Hydrogen Autotransfer
Chemical Reviews ( IF 51.4 ) Pub Date : 2018-11-20 00:00:00 , DOI: 10.1021/acs.chemrev.8b00306
Torsten Irrgang 1 , Rhett Kempe 1
Affiliation  

The conservation of our element resources is a fundamental challenge of mankind. The development of alcohol refunctionalization reactions is a possible fossil carbon conservation strategy since alcohols can be obtained from indigestible and abundantly available biomass. The conservation of our rare noble metals, frequently used in key technologies such as catalysis, might be feasible by replacing them with highly abundant metals. The alkylation of amines by alcohols and related C–C coupling reactions are early examples of alcohol refunctionalization reactions. These reactions follow mostly the borrowing hydrogen or hydrogen autotransfer catalysis concept, and many 3d-metal catalysts have been disclosed in recent years. In this review, we summarize the progress made in developing Cu, Ni, Co, Fe, and Mn catalysts for C–N and C–C bond formation reactions with alcohols and amines using the borrowing hydrogen or hydrogen autotransfer concept. We expect that the findings in this field will inspire others to develop new efficient and selective earth-abundant metal catalysts for borrowing hydrogen or hydrogen autotransfer applications or to develop novel alcohol refunctionalization reactions that can be mediated by such metals.

中文翻译:

通过借用氢或氢自动转移进行3d金属催化的N和C烷基化反应

保护我们的基本资源是人类的根本挑战。醇再官能化反应的发展是一种可能的化石碳节约策略,因为可以从不可消化的和大量可用的生物质中获得醇。我们经常用在催化等关键技术中的稀有贵金属的保护可能是可行的,方法是用高度丰富的金属代替它们。醇将胺烷基化和相关的C–C偶联反应是醇再官能化反应的早期实例。这些反应主要遵循借用的氢或氢自转移催化的概念,并且近年来已经公开了许多3d-金属催化剂。在这篇评论中,我们总结了在开发铜,镍,钴,铁,氢和氢自动转移概念,用于与醇和胺进行C–N和C–C键形成反应的锰和锰催化剂。我们希望该领域的发现将启发其他人开发新的高效且选择性的富含地球的金属催化剂,以借用氢或氢的自动转移应用,或开发可以由此类金属介导的新型醇再官能化反应。
更新日期:2018-11-20
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