1,5,9-Triaza-2,6,10-triphenylboracoronene: BN-Embedded Analogue of Coronene

Gang Li; Wei-Wei Xiong; Pei-Yang Gu; Jun Cao; Jia Zhu; Rakesh Ganguly; Yongxin Li; Andrew C Grimsdale; Qichun Zhang

doi:10.1021/ol503575t

1,5,9-Triaza-2,6,10-triphenylboracoronene: BN-Embedded Analogue of Coronene

Gang Li
, Wei-Wei Xiong
, Pei-Yang Gu
, Jun Cao
, Jia Zhu
, Rakesh Ganguly
, Yongxin Li
, Andrew C Grimsdale
, Qichun Zhang^*

^*Corresponding author for this work

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

93 Citations (Scopus)

Abstract

A novel BN-fused coronene derivative 1,5,9-triaza-2,6,10-triphenylboracoronene (1) has been successfully synthesized in one step from 2,3,6,7,9,10-hexamethoxy-1,5,9-triamino-triphenylene. Compound 1 has been investigated using photophysical, electrochemical, and molecular simulation methods. Interestingly, three phenyl groups at B centers in compound 1 can be replaced by hydroxyl units stepwise through hydroxylation in wet organic solvents, leading to changes in the packing and physical properties.

Original language	English
Pages (from-to)	560-563
Journal	Organic Letters
Volume	17
Issue number	3
Online published	28 Jan 2015
DOIs	https://doi.org/10.1021/ol503575t
Publication status	Published - 6 Feb 2015
Externally published	Yes

Access Output

10.1021/ol503575t

Other Access Options

Check CityUHK Library

Permanent Link

Right click to copy link

Cite this

@article{a9f7ef179ef140faa74a7744fb27a761,

title = "1,5,9-Triaza-2,6,10-triphenylboracoronene: BN-Embedded Analogue of Coronene",

abstract = "A novel BN-fused coronene derivative 1,5,9-triaza-2,6,10-triphenylboracoronene (1) has been successfully synthesized in one step from 2,3,6,7,9,10-hexamethoxy-1,5,9-triamino-triphenylene. Compound 1 has been investigated using photophysical, electrochemical, and molecular simulation methods. Interestingly, three phenyl groups at B centers in compound 1 can be replaced by hydroxyl units stepwise through hydroxylation in wet organic solvents, leading to changes in the packing and physical properties.",

author = "Gang Li and Wei-Wei Xiong and Pei-Yang Gu and Jun Cao and Jia Zhu and Rakesh Ganguly and Yongxin Li and Grimsdale, \{Andrew C\} and Qichun Zhang",

year = "2015",

month = feb,

day = "6",

doi = "10.1021/ol503575t",

language = "English",

volume = "17",

pages = "560--563",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "3",

}

TY - JOUR

T1 - 1,5,9-Triaza-2,6,10-triphenylboracoronene

T2 - BN-Embedded Analogue of Coronene

AU - Li, Gang

AU - Xiong, Wei-Wei

AU - Gu, Pei-Yang

AU - Cao, Jun

AU - Zhu, Jia

AU - Ganguly, Rakesh

AU - Li, Yongxin

AU - Grimsdale, Andrew C

AU - Zhang, Qichun

PY - 2015/2/6

Y1 - 2015/2/6

N2 - A novel BN-fused coronene derivative 1,5,9-triaza-2,6,10-triphenylboracoronene (1) has been successfully synthesized in one step from 2,3,6,7,9,10-hexamethoxy-1,5,9-triamino-triphenylene. Compound 1 has been investigated using photophysical, electrochemical, and molecular simulation methods. Interestingly, three phenyl groups at B centers in compound 1 can be replaced by hydroxyl units stepwise through hydroxylation in wet organic solvents, leading to changes in the packing and physical properties.

AB - A novel BN-fused coronene derivative 1,5,9-triaza-2,6,10-triphenylboracoronene (1) has been successfully synthesized in one step from 2,3,6,7,9,10-hexamethoxy-1,5,9-triamino-triphenylene. Compound 1 has been investigated using photophysical, electrochemical, and molecular simulation methods. Interestingly, three phenyl groups at B centers in compound 1 can be replaced by hydroxyl units stepwise through hydroxylation in wet organic solvents, leading to changes in the packing and physical properties.

UR - https://www.scopus.com/pages/publications/84922592599

UR - https://www.scopus.com/pages/publications/84922592599#tab=impact

U2 - 10.1021/ol503575t

DO - 10.1021/ol503575t

M3 - RGC 21 - Publication in refereed journal

SN - 1523-7060

VL - 17

SP - 560

EP - 563

JO - Organic Letters

JF - Organic Letters

IS - 3

ER -

1,5,9-Triaza-2,6,10-triphenylboracoronene: BN-Embedded Analogue of Coronene

Abstract

Access Output

Other Access Options

Permanent Link

Other Files and Links

Fingerprint

Cite this