Synthesis and reactivity of anthracenyl-substituted arenediynes

Gavvalapalli Nagarjuna; Yi Ren; Jeffrey S. Moore

doi:10.1016/j.tetlet.2015.01.011

Synthesis and reactivity of anthracenyl-substituted arenediynes

Gavvalapalli Nagarjuna, Yi Ren, Jeffrey S. Moore

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

Abstract

Cyclization reaction pathways of aryl-substituted arenediynes depend on the interplay between the steric interactions and electronic properties of the aryl substituents. Herein, to further probe the impact of bulky and electron rich aryl substituents on the cyclization of arenediynes, anthracenyl-substituted arenediynes (1-3) with different ortho substituents were synthesized and their thermal, photo, and radical initiated cyclization reactions were studied.

Original language	English (US)
Pages (from-to)	3155-3159
Number of pages	5
Journal	Tetrahedron Letters
Volume	56
Issue number	23
DOIs	https://doi.org/10.1016/j.tetlet.2015.01.011
State	Published - May 28 2015

Keywords

Anthracenyl arenediynes
Cyclization
Fulvene
Sterics and electronics

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Online availability

10.1016/j.tetlet.2015.01.011

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AU - Ren, Yi

AU - Moore, Jeffrey S.

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N2 - Cyclization reaction pathways of aryl-substituted arenediynes depend on the interplay between the steric interactions and electronic properties of the aryl substituents. Herein, to further probe the impact of bulky and electron rich aryl substituents on the cyclization of arenediynes, anthracenyl-substituted arenediynes (1-3) with different ortho substituents were synthesized and their thermal, photo, and radical initiated cyclization reactions were studied.

AB - Cyclization reaction pathways of aryl-substituted arenediynes depend on the interplay between the steric interactions and electronic properties of the aryl substituents. Herein, to further probe the impact of bulky and electron rich aryl substituents on the cyclization of arenediynes, anthracenyl-substituted arenediynes (1-3) with different ortho substituents were synthesized and their thermal, photo, and radical initiated cyclization reactions were studied.

KW - Anthracenyl arenediynes

KW - Cyclization

KW - Fulvene

KW - Sterics and electronics

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Synthesis and reactivity of anthracenyl-substituted arenediynes

Abstract

Keywords

ASJC Scopus subject areas

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