Carbon monoxide bond cleavage mediated by an intramolecular frustrated Lewis pair: access to new B/N heterocycles via selective incorporation of single carbon atoms

被引:5
|
作者
Manankandayalage, Chamila P. [1 ]
Unruh, Daniel K. [1 ]
Krempner, Clemens [1 ]
机构
[1] Texas Tech Univ, Dept Chem & Biochem, Mem Dr & Boston, Lubbock, TX 79409 USA
关键词
REDUCTIVE CLEAVAGE; CO; TRIALKYLBORANES; CARBONYLATION; DERIVATIVES; CATALYSTS; LITHIUM;
D O I
10.1039/d1cc05673e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Utilizing an intramolecular frustrated Lewis pair (FLP) decorated with a strongly donating guanidino moiety enabled the formation of a thermally remarkably stable FLP-CO adduct, which at 120 degrees C underwent CO migration to form an acyl borane. Both compounds underwent rapid CO cleavage in the presence of strong electrophiles leading to the selective formation of a range of new 1,2- and 1,3-benzazaboroles in good yields under mild conditions.
引用
收藏
页码:12528 / 12531
页数:4
相关论文
共 3 条
  • [1] Intramolecular frustrated Lewis pair mediated approach to the C=O bond activation and cleavage of carbon dioxide
    Manankandayalage, Chamila P.
    Katakam, Nandakumar
    Unruh, Daniel K.
    Aquino, Adelia J. A.
    Krempner, Clemens
    [J]. CHEMICAL COMMUNICATIONS, 2022, 58 (67) : 9385 - 9388
  • [2] Lewis acid-catalyzed formal [3+2] cycloadditions of N-tosyl aziridines with electron-rich alkenes via selective carbon-carbon bond cleavage
    Li, Lei
    Wu, Xingxing
    Zhang, Junliang
    [J]. CHEMICAL COMMUNICATIONS, 2011, 47 (17) : 5049 - 5051
  • [3] Ultra-selective desulfurization of 4, 6-dimethyldibenzothiophene via carbon-sulfur bond cleavage with the bimetal single atom on N-rGO
    Wang, Lei
    Zuo, Ning
    Wang, Zhehui
    Xie, Daxiang
    Liu, Qian
    Li, Shuzhen
    Jing, Chunyu
    Mominou, Nchare
    [J]. JOURNAL OF HAZARDOUS MATERIALS, 2020, 399