Synthesis and characterization of an unexpected mechanochromicbistricyclic aromatic ene

Gui Fei Huo; Qian Tu; Xiao Li Zhao; Xueliang Shi; Hai Bo Yang

doi:10.1016/j.cclet.2020.02.010

Synthesis and characterization of an unexpected mechanochromicbistricyclic aromatic ene

Gui Fei Huo, Qian Tu, Xiao Li Zhao, Xueliang Shi^*, Hai Bo Yang

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

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

9 Scopus citations

Abstract

An unexpected bistricyclic aromatic ene AF was synthesized in a tin(II) chloride-mediated reductive aromatization reaction. The obtained AF showed a highly overcrowded structural conformation as revealed by X-ray crystallography. Interestingly, AF exhibited reversible high-contrast mechanochromism and thermochromism between pale and red color. The obvious chromism is likely ascribed to the conformation transformation and trace amount of diradical species formation upon stimulus.

Original language	English
Pages (from-to)	1847-1850
Number of pages	4
Journal	Chinese Chemical Letters
Volume	31
Issue number	7
DOIs	https://doi.org/10.1016/j.cclet.2020.02.010
State	Published - Jul 2020

Keywords

1,2-Migration reaction
Bistricyclic aromatic ene
Mechanochromism
Thermochromism
Triplet diradical

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10.1016/j.cclet.2020.02.010

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title = "Synthesis and characterization of an unexpected mechanochromicbistricyclic aromatic ene",

abstract = "An unexpected bistricyclic aromatic ene AF was synthesized in a tin(II) chloride-mediated reductive aromatization reaction. The obtained AF showed a highly overcrowded structural conformation as revealed by X-ray crystallography. Interestingly, AF exhibited reversible high-contrast mechanochromism and thermochromism between pale and red color. The obvious chromism is likely ascribed to the conformation transformation and trace amount of diradical species formation upon stimulus.",

keywords = "1,2-Migration reaction, Bistricyclic aromatic ene, Mechanochromism, Thermochromism, Triplet diradical",

author = "Huo, \{Gui Fei\} and Qian Tu and Zhao, \{Xiao Li\} and Xueliang Shi and Yang, \{Hai Bo\}",

note = "Publisher Copyright: {\textcopyright} 2020 The Author",

year = "2020",

month = jul,

doi = "10.1016/j.cclet.2020.02.010",

language = "英语",

volume = "31",

pages = "1847--1850",

journal = "Chinese Chemical Letters",

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TY - JOUR

T1 - Synthesis and characterization of an unexpected mechanochromicbistricyclic aromatic ene

AU - Huo, Gui Fei

AU - Tu, Qian

AU - Zhao, Xiao Li

AU - Shi, Xueliang

AU - Yang, Hai Bo

PY - 2020/7

Y1 - 2020/7

N2 - An unexpected bistricyclic aromatic ene AF was synthesized in a tin(II) chloride-mediated reductive aromatization reaction. The obtained AF showed a highly overcrowded structural conformation as revealed by X-ray crystallography. Interestingly, AF exhibited reversible high-contrast mechanochromism and thermochromism between pale and red color. The obvious chromism is likely ascribed to the conformation transformation and trace amount of diradical species formation upon stimulus.

AB - An unexpected bistricyclic aromatic ene AF was synthesized in a tin(II) chloride-mediated reductive aromatization reaction. The obtained AF showed a highly overcrowded structural conformation as revealed by X-ray crystallography. Interestingly, AF exhibited reversible high-contrast mechanochromism and thermochromism between pale and red color. The obvious chromism is likely ascribed to the conformation transformation and trace amount of diradical species formation upon stimulus.

KW - 1,2-Migration reaction

KW - Bistricyclic aromatic ene

KW - Mechanochromism

KW - Thermochromism

KW - Triplet diradical

UR - https://www.scopus.com/pages/publications/85079850004

U2 - 10.1016/j.cclet.2020.02.010

DO - 10.1016/j.cclet.2020.02.010

M3 - 文章

AN - SCOPUS:85079850004

SN - 1001-8417

VL - 31

SP - 1847

EP - 1850

JO - Chinese Chemical Letters

JF - Chinese Chemical Letters

IS - 7

ER -

Synthesis and characterization of an unexpected mechanochromicbistricyclic aromatic ene

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Keywords

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