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镍催化未活化的β-C(sp) -H键的炔烃氢芳基化反应。

Ni-catalyzed hydroarylation of alkynes with unactivated β-C(sp)-H bonds.

作者信息

Qi Shao-Long, Liu Yu-Peng, Li Yi, Luan Yu-Xin, Ye Mengchun

机构信息

State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071, China.

Haihe Laboratory of Sustainable Chemical Transformations, Tianjin, 300192, China.

出版信息

Nat Commun. 2022 May 26;13(1):2938. doi: 10.1038/s41467-022-30367-8.

DOI:10.1038/s41467-022-30367-8
PMID:35618702
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9135730/
Abstract

Hydroarylation of alkynes with unactivated C(sp)-H bonds via chelated C-H metalation mainly occurs at γ-position to the coordinating atom of directing groups via stable 5-membered metallacycles, while β-C(sp)-H bond-involved hydroarylation has been a formidable challenge. Herein, we used a phosphine oxide-ligated Ni-Al bimetallic catalyst to enable β-C-H bond-involved hydroarylations of alkynes via a rare 7-membered nickelacycle.

摘要

通过螯合C-H金属化实现的炔烃与未活化C(sp)-H键的氢芳基化反应主要通过稳定的五元金属环在导向基团配位原子的γ位发生，而涉及β-C(sp)-H键的氢芳基化反应一直是一项艰巨的挑战。在此，我们使用了一种氧化膦配位的镍-铝双金属催化剂，通过一种罕见的七元镍环实现了炔烃的涉及β-C-H键的氢芳基化反应。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5456/9135730/16fe888757b4/41467_2022_30367_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5456/9135730/064ed25cb286/41467_2022_30367_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5456/9135730/24a734d626f1/41467_2022_30367_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5456/9135730/91f0b4f430ad/41467_2022_30367_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5456/9135730/88eb5cacbd85/41467_2022_30367_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5456/9135730/3886fd7c13d1/41467_2022_30367_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5456/9135730/16fe888757b4/41467_2022_30367_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5456/9135730/064ed25cb286/41467_2022_30367_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5456/9135730/24a734d626f1/41467_2022_30367_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5456/9135730/91f0b4f430ad/41467_2022_30367_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5456/9135730/88eb5cacbd85/41467_2022_30367_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5456/9135730/3886fd7c13d1/41467_2022_30367_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5456/9135730/16fe888757b4/41467_2022_30367_Fig6_HTML.jpg

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