Alkyne cycloisomerization of 2,7-bis(2-ethynylphenyl)anthracene derivatives to form dinaphtho fused anthracenes

Abstract Reactions of the title compounds with PtCl2 catalyst produced dinaphthoanthracene derivatives via 6-endo cyclization of the 2 alkyne moieties. For the reactions of a phenylethynyl substituted precursor, migration of one of the phenyl groups was observed on cyclization with PtCl2 catalyst and additional cyclization was observed on cyclization with TfOH. The structures and spectroscopic properties of these polycyclic aromatic hydrocarbons are reported.

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Publication Details

Journal
Chemistry Letters
Published
2025-08-08
DOI
https://doi.org/10.1093/chemle/upaf154
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
0.00
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article

Alkyne cycloisomerization of 2,7-bis(2-ethynylphenyl)anthracene derivatives to form dinaphtho fused anthracenes

Takumi Morita, Eiji Tsurumaki, Shinji Toyota
Chemistry Letters
Catalytic Alkyne Reactions
article

Alkyne cycloisomerization of 2,7-bis(2-ethynylphenyl)anthracene derivatives to form dinaphtho fused anthracenes

Takumi Morita, Eiji Tsurumaki, Shinji Toyota
article en

Abstract

Abstract Reactions of the title compounds with PtCl2 catalyst produced dinaphthoanthracene derivatives via 6-endo cyclization of the 2 alkyne moieties. For the reactions of a phenylethynyl substituted precursor, migration of one of the phenyl groups was observed on cyclization with PtCl2 catalyst and additional cyclization was observed on cyclization with TfOH. The structures and spectroscopic properties of these polycyclic aromatic hydrocarbons are reported.

Chemistry LettersVol. 54(9)
Tokyo Institute of Technology (JP)
Openalex Percentile: Top 85%
Catalytic Alkyne Reactions
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