Synthesis of Cycloparaphenyleneacetylene via Alkyne Metathesis: C70 Complexation and Copper-Free Triple Click Reaction

Semin Lee; Etienne Chénard; Danielle L. Gray; Jeffrey S. Moore

doi:10.1021/jacs.6b08752

Synthesis of Cycloparaphenyleneacetylene via Alkyne Metathesis: C₇₀ Complexation and Copper-Free Triple Click Reaction

Semin Lee, Etienne Chénard, Danielle L. Gray, Jeffrey S. Moore

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

Abstract

Alkyne metathesis provided an efficient macrocyclization route to a cycloparaphenyleneacetylene derivative in high yield. The cavity size was suitably matched for C₇₀ which was tightly bound in an induced-fit fashion. The strained alkynes enabled a copper-free, 3-fold azide-alkyne cycloaddition at 50 °C.

Original language	English (US)
Pages (from-to)	13814-13817
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	138
Issue number	42
DOIs	https://doi.org/10.1021/jacs.6b08752
State	Published - Oct 26 2016

ASJC Scopus subject areas

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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10.1021/jacs.6b08752

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Cite this

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abstract = "Alkyne metathesis provided an efficient macrocyclization route to a cycloparaphenyleneacetylene derivative in high yield. The cavity size was suitably matched for C70 which was tightly bound in an induced-fit fashion. The strained alkynes enabled a copper-free, 3-fold azide-alkyne cycloaddition at 50 °C.",

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