Transition metal-catalyzed selective hydroboration of allenes

IF 9.7 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Science China Chemistry Pub Date : 2025-05-06 DOI:10.1007/s11426-024-2561-y

Yun-Xuan Tan, Li-Juan Song, Xinhao Zhang, Yun-Dong Wu, Jianwei Sun

{"title":"Transition metal-catalyzed selective hydroboration of allenes","authors":"Yun-Xuan Tan, Li-Juan Song, Xinhao Zhang, Yun-Dong Wu, Jianwei Sun","doi":"10.1007/s11426-024-2561-y","DOIUrl":null,"url":null,"abstract":"<div><p>Organoboron compounds are highly versatile building blocks in modern organic synthesis, pharmaceuticals, and materials science, offering unique reactivity and stability for the assembly of complex molecular structures. The hydroboration of allenes stands out as a straightforward method for the preparation of allyl and alkenyl boranes. Nonetheless, achieving precise control over regio- and stereoselectivity in these reactions presents significant challenges. In this review, we have systematically summarized the selective hydroboration of allenes catalyzed by a range of transition metals, including platinum, copper, palladium, cobalt, nickel, and ruthenium catalysts. The significant advancements, current limitations, and future perspective for the transition metal-catalyzed selective hydroboration are also highlighted. Moreover, we hope that this review will help understand more about the catalytic hydroboration of allenes and stimulate the further development of both allene and organoboron chemistry.\n</p><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":772,"journal":{"name":"Science China Chemistry","volume":"68 9","pages":"3996 - 4011"},"PeriodicalIF":9.7000,"publicationDate":"2025-05-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Science China Chemistry","FirstCategoryId":"1","ListUrlMain":"https://link.springer.com/article/10.1007/s11426-024-2561-y","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}

引用次数: 0

Abstract

Organoboron compounds are highly versatile building blocks in modern organic synthesis, pharmaceuticals, and materials science, offering unique reactivity and stability for the assembly of complex molecular structures. The hydroboration of allenes stands out as a straightforward method for the preparation of allyl and alkenyl boranes. Nonetheless, achieving precise control over regio- and stereoselectivity in these reactions presents significant challenges. In this review, we have systematically summarized the selective hydroboration of allenes catalyzed by a range of transition metals, including platinum, copper, palladium, cobalt, nickel, and ruthenium catalysts. The significant advancements, current limitations, and future perspective for the transition metal-catalyzed selective hydroboration are also highlighted. Moreover, we hope that this review will help understand more about the catalytic hydroboration of allenes and stimulate the further development of both allene and organoboron chemistry.

查看原文本刊更多论文

过渡金属催化的烯烃选择性硼化反应

有机硼化合物是现代有机合成、制药和材料科学中用途广泛的组成部分，为复杂分子结构的组装提供了独特的反应性和稳定性。烯基硼的氢化反应是制备烯基硼烷和烯基硼烷的直接方法。然而，在这些反应中实现对区域选择性和立体选择性的精确控制提出了重大挑战。在这篇综述中，我们系统地总结了一系列过渡金属，包括铂、铜、钯、钴、镍和钌催化剂催化的烯选择性硼化反应。重点介绍了过渡金属催化选择性硼氢化的重要进展、目前的局限性和未来的展望。此外，我们希望通过本文的综述，对烯类化合物的催化硼氢化反应有更深入的了解，并促进烯类化合物和有机硼化学的进一步发展。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文求助全文

来源期刊

Science China Chemistry CHEMISTRY, MULTIDISCIPLINARY-

CiteScore

14.40

自引率

7.30%

发文量

3787

审稿时长

2.2 months

期刊介绍： Science China Chemistry, co-sponsored by the Chinese Academy of Sciences and the National Natural Science Foundation of China and published by Science China Press, publishes high-quality original research in both basic and applied chemistry. Indexed by Science Citation Index, it is a premier academic journal in the field. Categories of articles include: Highlights. Brief summaries and scholarly comments on recent research achievements in any field of chemistry. Perspectives. Concise reports on thelatest chemistry trends of interest to scientists worldwide, including discussions of research breakthroughs and interpretations of important science and funding policies. Reviews. In-depth summaries of representative results and achievements of the past 5–10 years in selected topics based on or closely related to the research expertise of the authors, providing a thorough assessment of the significance, current status, and future research directions of the field.