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Issue 49, 2018
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Selective formation of heterocyclic trans-cycloalkenes by alkyne addition to a biphenylene-based phosphane/borane frustrated Lewis pair

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Abstract

The intramolecular 1-PMes2/8-B(C6F5)2 substituted biphenylene frustrated Lewis pair 4 shows some behavior reminiscent of intermolecular FLP systems. It undergoes trans-1,2-addition to a series of 1-alkynes to give the respective heterocyclic eight-membered E-alkenes 8. The P/B FLP 4 also reacts with triplet dioxygen to yield the [P]–O–[B](OC6F5) containing oxygenation product.

Graphical abstract: Selective formation of heterocyclic trans-cycloalkenes by alkyne addition to a biphenylene-based phosphane/borane frustrated Lewis pair

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Publication details

The article was received on 27 Apr 2018, accepted on 14 May 2018 and first published on 15 May 2018


Article type: Communication
DOI: 10.1039/C8CC03369B
Citation: Chem. Commun., 2018,54, 6344-6347
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    Selective formation of heterocyclic trans-cycloalkenes by alkyne addition to a biphenylene-based phosphane/borane frustrated Lewis pair

    J. Li, C. G. Daniliuc, G. Kehr and G. Erker, Chem. Commun., 2018, 54, 6344
    DOI: 10.1039/C8CC03369B

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