Propargylidyne and Pentadiynylidyne Polyfunctionalised Polycyclic Aromatic Hydrocarbons

Benjamin J. Frogley; Anthony F. Hill

doi:10.1002/chem.202001362

Propargylidyne and Pentadiynylidyne Polyfunctionalised Polycyclic Aromatic Hydrocarbons

Benjamin J. Frogley, Anthony F. Hill^*

^*Corresponding author for this work

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

4 Citations (Scopus)

Abstract

The Pd⁰/Au^I mediated [C₁+C₂] cross-coupling reactions of [W(≡CBr)(CO)₂(Tp*)] (Tp*=hydrotris(dimethylpyrazolyl)borate) and trimethylsilylethynyl-substituted arenes afford new polycyclic aromatic hydrocarbon propargylidynes [W(≡CC≡CR)(CO)₂(Tp*)] (R=9-anthracenyl, 1-pyrenyl). The strategy extends to the first bis(propargylidyne) and bis(pentadiynylidyne) complexes bridged by phenyl or anthracenyl spacers, and to a tetrakis(propargylidyne) connected through a pyrene core.

Original language	English
Pages (from-to)	12125-12128
Number of pages	4
Journal	Chemistry - A European Journal
Volume	26
Issue number	53
DOIs	https://doi.org/10.1002/chem.202001362
Publication status	Published - 21 Sept 2020

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title = "Propargylidyne and Pentadiynylidyne Polyfunctionalised Polycyclic Aromatic Hydrocarbons",

abstract = "The Pd0/AuI mediated [C1+C2] cross-coupling reactions of [W(≡CBr)(CO)2(Tp*)] (Tp*=hydrotris(dimethylpyrazolyl)borate) and trimethylsilylethynyl-substituted arenes afford new polycyclic aromatic hydrocarbon propargylidynes [W(≡CC≡CR)(CO)2(Tp*)] (R=9-anthracenyl, 1-pyrenyl). The strategy extends to the first bis(propargylidyne) and bis(pentadiynylidyne) complexes bridged by phenyl or anthracenyl spacers, and to a tetrakis(propargylidyne) connected through a pyrene core.",

keywords = "alkylidynes, carbynes, catalysis, cross-coupling, polyaromatic hydrocarbon",

author = "Frogley, {Benjamin J.} and Hill, {Anthony F.}",

note = "Publisher Copyright: {\textcopyright} 2020 Wiley-VCH GmbH",

year = "2020",

month = sep,

day = "21",

doi = "10.1002/chem.202001362",

language = "English",

volume = "26",

pages = "12125--12128",

journal = "Chemistry - A European Journal",

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publisher = "Wiley-VCH Verlag GmbH",

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TY - JOUR

T1 - Propargylidyne and Pentadiynylidyne Polyfunctionalised Polycyclic Aromatic Hydrocarbons

AU - Frogley, Benjamin J.

AU - Hill, Anthony F.

PY - 2020/9/21

Y1 - 2020/9/21

N2 - The Pd0/AuI mediated [C1+C2] cross-coupling reactions of [W(≡CBr)(CO)2(Tp*)] (Tp*=hydrotris(dimethylpyrazolyl)borate) and trimethylsilylethynyl-substituted arenes afford new polycyclic aromatic hydrocarbon propargylidynes [W(≡CC≡CR)(CO)2(Tp*)] (R=9-anthracenyl, 1-pyrenyl). The strategy extends to the first bis(propargylidyne) and bis(pentadiynylidyne) complexes bridged by phenyl or anthracenyl spacers, and to a tetrakis(propargylidyne) connected through a pyrene core.

AB - The Pd0/AuI mediated [C1+C2] cross-coupling reactions of [W(≡CBr)(CO)2(Tp*)] (Tp*=hydrotris(dimethylpyrazolyl)borate) and trimethylsilylethynyl-substituted arenes afford new polycyclic aromatic hydrocarbon propargylidynes [W(≡CC≡CR)(CO)2(Tp*)] (R=9-anthracenyl, 1-pyrenyl). The strategy extends to the first bis(propargylidyne) and bis(pentadiynylidyne) complexes bridged by phenyl or anthracenyl spacers, and to a tetrakis(propargylidyne) connected through a pyrene core.

KW - alkylidynes

KW - carbynes

KW - catalysis

KW - cross-coupling

KW - polyaromatic hydrocarbon

UR - http://www.scopus.com/inward/record.url?scp=85090315762&partnerID=8YFLogxK

U2 - 10.1002/chem.202001362

DO - 10.1002/chem.202001362

M3 - Article

SN - 0947-6539

VL - 26

SP - 12125

EP - 12128

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

IS - 53

ER -

Propargylidyne and Pentadiynylidyne Polyfunctionalised Polycyclic Aromatic Hydrocarbons

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