Synthesis and Structure Characterization of a Stable Nonatwistacene

Jinchong Xiao; Hieu M. Duong; Yi Liu; Wenxiong Shi; Li Ji; Gang Li; Shuzhou Li; Xue-Wei Liu; Jan Ma; Fred Wudl; Qichun Zhang

doi:10.1002/anie.201200949

Synthesis and Structure Characterization of a Stable Nonatwistacene

Jinchong Xiao
, Hieu M. Duong
, Yi Liu
, Wenxiong Shi
, Li Ji
, Gang Li
, Shuzhou Li
, Xue-Wei Liu
, Jan Ma
, Fred Wudl^*
, Qichun Zhang^*

^*Corresponding author for this work

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

204 Citations (Scopus)

Abstract

A clean reaction strategy based on thermally eliminating lactam bridges from a soluble acene precursor through a retro-Diels-Alder reaction, led to the synthesis and characterization of a novel, stable, green crystalline 6,8,10,17,19,21-hexaphenyl-1.22,4.5,11.12,15.16-tetrabenzononatwistacene. An analysis of the single crystal structure of the nonatwistacene indicates that this molecule is twisted at an angle of 25.44°. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Original language	English
Pages (from-to)	6094-6098
Journal	Angewandte Chemie - International Edition
Volume	51
Issue number	25
Online published	4 May 2012
DOIs	https://doi.org/10.1002/anie.201200949
Publication status	Published - 18 Jun 2012
Externally published	Yes

Research Keywords

density functional calculations
organic electronic materials
retro-Diels-Alder reaction
synthesis design
twistacenes

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10.1002/anie.201200949

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title = "Synthesis and Structure Characterization of a Stable Nonatwistacene",

abstract = "A clean reaction strategy based on thermally eliminating lactam bridges from a soluble acene precursor through a retro-Diels-Alder reaction, led to the synthesis and characterization of a novel, stable, green crystalline 6,8,10,17,19,21-hexaphenyl-1.22,4.5,11.12,15.16-tetrabenzononatwistacene. An analysis of the single crystal structure of the nonatwistacene indicates that this molecule is twisted at an angle of 25.44°. Copyright {\textcopyright} 2012 WILEY-VCH Verlag GmbH \& Co. KGaA, Weinheim.",

keywords = "density functional calculations, organic electronic materials, retro-Diels-Alder reaction, synthesis design, twistacenes, density functional calculations, organic electronic materials, retro-Diels-Alder reaction, synthesis design, twistacenes, density functional calculations, organic electronic materials, retro-Diels-Alder reaction, synthesis design, twistacenes",

author = "Jinchong Xiao and Duong, \{Hieu M.\} and Yi Liu and Wenxiong Shi and Li Ji and Gang Li and Shuzhou Li and Xue-Wei Liu and Jan Ma and Fred Wudl and Qichun Zhang",

year = "2012",

month = jun,

day = "18",

doi = "10.1002/anie.201200949",

language = "English",

volume = "51",

pages = "6094--6098",

journal = "Angewandte Chemie - International Edition",

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publisher = "John Wiley \& Sons",

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}

TY - JOUR

T1 - Synthesis and Structure Characterization of a Stable Nonatwistacene

AU - Xiao, Jinchong

AU - Duong, Hieu M.

AU - Liu, Yi

AU - Shi, Wenxiong

AU - Ji, Li

AU - Li, Gang

AU - Li, Shuzhou

AU - Liu, Xue-Wei

AU - Ma, Jan

AU - Wudl, Fred

AU - Zhang, Qichun

PY - 2012/6/18

Y1 - 2012/6/18

N2 - A clean reaction strategy based on thermally eliminating lactam bridges from a soluble acene precursor through a retro-Diels-Alder reaction, led to the synthesis and characterization of a novel, stable, green crystalline 6,8,10,17,19,21-hexaphenyl-1.22,4.5,11.12,15.16-tetrabenzononatwistacene. An analysis of the single crystal structure of the nonatwistacene indicates that this molecule is twisted at an angle of 25.44°. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

AB - A clean reaction strategy based on thermally eliminating lactam bridges from a soluble acene precursor through a retro-Diels-Alder reaction, led to the synthesis and characterization of a novel, stable, green crystalline 6,8,10,17,19,21-hexaphenyl-1.22,4.5,11.12,15.16-tetrabenzononatwistacene. An analysis of the single crystal structure of the nonatwistacene indicates that this molecule is twisted at an angle of 25.44°. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

KW - density functional calculations

KW - organic electronic materials

KW - retro-Diels-Alder reaction

KW - synthesis design

KW - twistacenes

KW - density functional calculations

KW - organic electronic materials

KW - retro-Diels-Alder reaction

KW - synthesis design

KW - twistacenes

KW - density functional calculations

KW - organic electronic materials

KW - retro-Diels-Alder reaction

KW - synthesis design

KW - twistacenes

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UR - https://www.scopus.com/record/pubmetrics.uri?eid=2-s2.0-84860324327&origin=recordpage

U2 - 10.1002/anie.201200949

DO - 10.1002/anie.201200949

M3 - RGC 21 - Publication in refereed journal

SN - 1433-7851

VL - 51

SP - 6094

EP - 6098

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 25

ER -

Synthesis and Structure Characterization of a Stable Nonatwistacene

Abstract

Research Keywords

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