首页|氢原子转移介导的C(sp3)-H键选择性硼基化

氢原子转移介导的C(sp3)-H键选择性硼基化

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作为一种高度原子经济性和步骤经济性的策略,C(sp3)-H键的选择性官能团化一直备受关注.其中硼基化反应以低毒害、高效多样的转化能力,倾注了合成化学家最多的努力.然而,由于C(sp3)-H键的惰性,控制C(sp3)-H键硼基化的化学选择性和区域选择性是一项重大的挑战.作为一种新兴的方法,利用氢原子转移(HAT)实现C(sp3)-H键选择性硼基化相比以往过渡金属催化的过程有着其独特之处.此专题中,我们对最近兴起的各种HAT介导的C(sp3)-H键选择性硼基化的方法进行了分析.从分子内和分子间的HAT的角度分类,重点介绍了各种方法不同选择性的来源,并对所涉及的机理进行了具体的讨论.最后,我们整理了目前方法的局限性,并对这一领域的前景进行了展望.
Hydrogen atom transfer-induced selective borylation of C(sp3)-H bonds
As a highly atom-and step-economic strategy,the selective functionalization of C(sp3)-H bonds has been attracting considerable attention.Among them,borylation reactions,with their low toxicity and highly diverse transformative capabilities,have received lots of efforts from synthetic chemists.However,due to the inertness of C(sp3)-H bonds,controlling the chemo-and regioselectivity of C(sp3)-H borylation presents a significant challenge.As an emerging approach,achieving selective borylation of C(sp3)-H bonds through hydrogen atom transfer(HAT)offers unique advantages compared to conventional transition metal-catalyzed processes.In this review,we analyze various recent HAT-mediated methods for selective borylation of C(sp3)-H bonds.Categorizing them from the perspectives of intramolecular and intermolecular HAT,we emphasize the different sources of selectivity for each method and provide a detailed discussion of the involved mechanisms.Finally,we summarize the current limitations of the methods and provide outlooks for the future development in this field.

hydrogen atom transferC(sp3)-H borylationregioselectivityalkanephotocatalysis

王淼、黄雅豪、胡鹏

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绿色化学与分子工程研究所,Lehn功能材料研究所,中山大学化学学院,广州 510275

氢原子转移 C(sp3)-H键硼基化 区域选择性 烷烃 光催化

广东省高等学校功能分子工程基础研究卓越中心广东省科技厅资助项目广东省科技厅资助项目广东省科技厅资助项目

2019QN01L1512023A05050501372022A1515011215

2024

中国科学(化学)
中国科学院

中国科学(化学)

CSTPCD北大核心
影响因子:0.685
ISSN:1674-7224
年,卷(期):2024.54(9)