The gilded edge in acetylenic scaffolding: Pd-catalyzed cross-coupling reactions of phosphine−gold(I) oligoynyl complexes

Virginia Mazzanti; Huixin Jiang; Henrik Gotfredsen; Thorbjørn Juul Morsing; Christian Richard Parker; Mogens Brøndsted Nielsen

doi:10.1021/ol5015587

The gilded edge in acetylenic scaffolding: Pd-catalyzed cross-coupling reactions of phosphine−gold(I) oligoynyl complexes

Virginia Mazzanti, Huixin Jiang, Henrik Gotfredsen, Thorbjørn Juul Morsing, Christian Richard Parker, Mogens Brøndsted Nielsen

Department of Chemistry

9 Citations (Scopus)

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Abstract

Stable bis(gold(I) alkynyl) complexes of tetraethynylethene (TEE) derivatives were readily prepared and employed in Sonogashira-like palladium-catalyzed phosphine-gold(I) halide elimination reactions with aryl iodides and redox-active tetrathiafulvalene (TTF) mono- and bisiodides. This presents a particularly convenient method for the preparation of symmetrical and asymmetrical tetrathiafulvalene (TTF)-fused radiaannulenes in good yields.

Original language	English
Journal	Organic Letters
Volume	16
Issue number	14
Pages (from-to)	3736-3739
Number of pages	4
ISSN	1523-7060
DOIs	https://doi.org/10.1021/ol5015587
Publication status	Published - 18 Jul 2014

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abstract = "Stable bis(gold(I) alkynyl) complexes of tetraethynylethene (TEE) derivatives were readily prepared and employed in Sonogashira-like palladium-catalyzed phosphine-gold(I) halide elimination reactions with aryl iodides and redox-active tetrathiafulvalene (TTF) mono- and bisiodides. This presents a particularly convenient method for the preparation of symmetrical and asymmetrical tetrathiafulvalene (TTF)-fused radiaannulenes in good yields.",

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T1 - The gilded edge in acetylenic scaffolding

T2 - Pd-catalyzed cross-coupling reactions of phosphine−gold(I) oligoynyl complexes

AU - Mazzanti, Virginia

AU - Jiang, Huixin

AU - Gotfredsen, Henrik

AU - Morsing, Thorbjørn Juul

AU - Parker, Christian Richard

AU - Nielsen, Mogens Brøndsted

PY - 2014/7/18

Y1 - 2014/7/18

N2 - Stable bis(gold(I) alkynyl) complexes of tetraethynylethene (TEE) derivatives were readily prepared and employed in Sonogashira-like palladium-catalyzed phosphine-gold(I) halide elimination reactions with aryl iodides and redox-active tetrathiafulvalene (TTF) mono- and bisiodides. This presents a particularly convenient method for the preparation of symmetrical and asymmetrical tetrathiafulvalene (TTF)-fused radiaannulenes in good yields.

AB - Stable bis(gold(I) alkynyl) complexes of tetraethynylethene (TEE) derivatives were readily prepared and employed in Sonogashira-like palladium-catalyzed phosphine-gold(I) halide elimination reactions with aryl iodides and redox-active tetrathiafulvalene (TTF) mono- and bisiodides. This presents a particularly convenient method for the preparation of symmetrical and asymmetrical tetrathiafulvalene (TTF)-fused radiaannulenes in good yields.

U2 - 10.1021/ol5015587

DO - 10.1021/ol5015587

M3 - Journal article

C2 - 25007357

SN - 1523-7060

VL - 16

SP - 3736

EP - 3739

JO - Organic Letters

JF - Organic Letters

IS - 14

ER -

The gilded edge in acetylenic scaffolding: Pd-catalyzed cross-coupling reactions of phosphine−gold(I) oligoynyl complexes

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