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

Chamila P. Manankandayalage; Daniel K. Unruh; Clemens Krempner

doi:10.1039/d1cc05673e

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

Chamila P. Manankandayalage, Daniel K. Unruh, Clemens Krempner

Chemistry and Biochemistry

Research output: Contribution to journal › Article › peer-review

4 Scopus citations

Abstract

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 °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.

Original language	English
Pages (from-to)	12528-12531
Number of pages	4
Journal	Chemical Communications
Volume	57
Issue number	93
DOIs	https://doi.org/10.1039/d1cc05673e
State	Published - Dec 4 2021

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10.1039/d1cc05673e

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abstract = "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 °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.",

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Carbon monoxide bond cleavage mediated by an intramolecular frustrated Lewis pair: Access to new B/N heterocycles: Via selective incorporation of single carbon atoms. / Manankandayalage, Chamila P.; Unruh, Daniel K.; Krempner, Clemens.
In: Chemical Communications, Vol. 57, No. 93, 04.12.2021, p. 12528-12531.

Research output: Contribution to journal › Article › peer-review

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T1 - Carbon monoxide bond cleavage mediated by an intramolecular frustrated Lewis pair

T2 - Access to new B/N heterocycles: Via selective incorporation of single carbon atoms

AU - Manankandayalage, Chamila P.

AU - Unruh, Daniel K.

AU - Krempner, Clemens

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Y1 - 2021/12/4

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AB - 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 °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.

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

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