Palladium-Catalyzed Formal [4 + 2] Benzannulation of 1-ferrocenyl-2-bromobenzene with Alkynes

Jiafeng He; Pei Chao Zhang; Yin Lin Li; Wen Bo Li; Lu Liu

doi:10.1002/ajoc.202500272

Palladium-Catalyzed Formal [4 + 2] Benzannulation of 1-ferrocenyl-2-bromobenzene with Alkynes

Jiafeng He
, Pei Chao Zhang
, Yin Lin Li
, Wen Bo Li^*
, Lu Liu^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

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

Abstract

A Pd-catalyzed formal [4 + 2] benzannulation of 1-ferrocenyl-2-bromobenzene with diarylacetylenes involving C─C coupling/C─H functionalization processes are developed, which provides a straightforward access to various substituted naphtho-ferrocenes. This methodology offers a novel and efficient approach to produce polycyclic aromatic hydrocarbons (PAHs). The preliminary investigation shows the chiral phosphine ligand N-Me-PC-Phos has great potential in the asymmetric synthesis of planar naphtho-ferrocene derivatives.

Original language	English
Article number	e00272
Journal	Asian Journal of Organic Chemistry
Volume	14
Issue number	10
DOIs	https://doi.org/10.1002/ajoc.202500272
State	Published - Oct 2025

Keywords

C─H bond activation
Diarylacetylene
Ferrocene
Palladium catalysis
[4 + 2] cycloaddition

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10.1002/ajoc.202500272

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title = "Palladium-Catalyzed Formal [4 + 2] Benzannulation of 1-ferrocenyl-2-bromobenzene with Alkynes",

abstract = "A Pd-catalyzed formal [4 + 2] benzannulation of 1-ferrocenyl-2-bromobenzene with diarylacetylenes involving C─C coupling/C─H functionalization processes are developed, which provides a straightforward access to various substituted naphtho-ferrocenes. This methodology offers a novel and efficient approach to produce polycyclic aromatic hydrocarbons (PAHs). The preliminary investigation shows the chiral phosphine ligand N-Me-PC-Phos has great potential in the asymmetric synthesis of planar naphtho-ferrocene derivatives.",

keywords = "C─H bond activation, Diarylacetylene, Ferrocene, Palladium catalysis, [4 + 2] cycloaddition",

author = "Jiafeng He and Zhang, \{Pei Chao\} and Li, \{Yin Lin\} and Li, \{Wen Bo\} and Lu Liu",

note = "Publisher Copyright: {\textcopyright} 2025 Wiley-VCH GmbH.",

year = "2025",

month = oct,

doi = "10.1002/ajoc.202500272",

language = "英语",

volume = "14",

journal = "Asian Journal of Organic Chemistry",

issn = "2193-5807",

publisher = "John Wiley and Sons Inc",

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T1 - Palladium-Catalyzed Formal [4 + 2] Benzannulation of 1-ferrocenyl-2-bromobenzene with Alkynes

AU - He, Jiafeng

AU - Zhang, Pei Chao

AU - Li, Yin Lin

AU - Li, Wen Bo

AU - Liu, Lu

PY - 2025/10

Y1 - 2025/10

N2 - A Pd-catalyzed formal [4 + 2] benzannulation of 1-ferrocenyl-2-bromobenzene with diarylacetylenes involving C─C coupling/C─H functionalization processes are developed, which provides a straightforward access to various substituted naphtho-ferrocenes. This methodology offers a novel and efficient approach to produce polycyclic aromatic hydrocarbons (PAHs). The preliminary investigation shows the chiral phosphine ligand N-Me-PC-Phos has great potential in the asymmetric synthesis of planar naphtho-ferrocene derivatives.

AB - A Pd-catalyzed formal [4 + 2] benzannulation of 1-ferrocenyl-2-bromobenzene with diarylacetylenes involving C─C coupling/C─H functionalization processes are developed, which provides a straightforward access to various substituted naphtho-ferrocenes. This methodology offers a novel and efficient approach to produce polycyclic aromatic hydrocarbons (PAHs). The preliminary investigation shows the chiral phosphine ligand N-Me-PC-Phos has great potential in the asymmetric synthesis of planar naphtho-ferrocene derivatives.

KW - C─H bond activation

KW - Diarylacetylene

KW - Ferrocene

KW - Palladium catalysis

KW - [4 + 2] cycloaddition

UR - https://www.scopus.com/pages/publications/105013632190

U2 - 10.1002/ajoc.202500272

DO - 10.1002/ajoc.202500272

M3 - 文章

AN - SCOPUS:105013632190

SN - 2193-5807

VL - 14

JO - Asian Journal of Organic Chemistry

JF - Asian Journal of Organic Chemistry

IS - 10

M1 - e00272

ER -

Palladium-Catalyzed Formal [4 + 2] Benzannulation of 1-ferrocenyl-2-bromobenzene with Alkynes

Abstract

Keywords

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