Frustrated Lewis pair chemistry of alkynes

Guo, Jing; Yan, Maying; Stephan, Douglas W.

doi:10.1039/d4qo00217b

Org. Chem. Front.

2024

DOI: 10.1039/d4qo00217b

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Frustrated Lewis pair chemistry of alkynes

Jing Guo,

Maying Yan,

Douglas W. Stephan

Abstract: The concept of Frustrated Lewis pairs (FLPs) has proved to be a general principle for the activation and reactivity of small molecules. In this review, we focus on the chemistry...

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Cited by 5 publications

References 132 publications

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Frustrated Lewis Pair-Mediated Cycloisomerization of Propargylaniline and Aryl Propargyl Ether Derivatives via a 6-endo-dig Cyclization/Dehydrogenation Sequence

Liang,

Cai,

Zhang

et al. 2024

Org. Lett.

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An efficient FLP-mediated cycloisomerization is described, providing easy access to quinolinium and chromenylium derivatives by treatment of readily available propargylanilines and aryl propargyl ethers with Lewis acidic boranes, respectively. The reaction proceeds via a 6-endo-dig cyclization/dehydrogenation sequence. The heteroatom functions serve as Lewis bases in combination with Lewis acidic boranes to effect synergistic activation of an alkynyl triple bond and a C−H bond.

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Frustrated Lewis Pair-Mediated Cycloisomerization of Propargylaniline and Aryl Propargyl Ether Derivatives via a 6-endo-dig Cyclization/Dehydrogenation Sequence

Liang,

Cai,

Zhang

et al. 2024

Org. Lett.

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Hypervalent zinc(i) complexes with an NNNN-macrocycle: C–H bond activation across the zinc(i)–zinc(i) bond

Mahawar,

Rajeshkumar,

Spaniol

et al. 2024

Chem. Commun.

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Frustrated Lewis pair adducts of alkynyl-capped tetrelenes

Muralidharan,

Frenette,

Wicke

et al. 2024

Dalton Trans.

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Frustrated Lewis pair chemistry of alkynes

Abstract: The concept of Frustrated Lewis pairs (FLPs) has proved to be a general principle for the activation and reactivity of small molecules. In this review, we focus on the chemistry...

Cited by 5 publications

References 132 publications

Frustrated Lewis Pair-Mediated Cycloisomerization of Propargylaniline and Aryl Propargyl Ether Derivatives via a 6-endo-dig Cyclization/Dehydrogenation Sequence

Frustrated Lewis Pair-Mediated Cycloisomerization of Propargylaniline and Aryl Propargyl Ether Derivatives via a 6-endo-dig Cyclization/Dehydrogenation Sequence

Hypervalent zinc(i) complexes with an NNNN-macrocycle: C–H bond activation across the zinc(i)–zinc(i) bond

Frustrated Lewis pair adducts of alkynyl-capped tetrelenes

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