A Stable Heptacene Derivative Substituted With Electron-Deficient Trifluoromethylphenyl and Triisopropylsilylethynyl Groups

被引：103

作者：

Qu, Hemi ^{[1
]}

Chi, Chunyan ^{[1
]}

机构：

[1] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 15期

关键词：

ELECTROCHEMICAL PROPERTIES; ORGANIC ELECTRONICS; ACENES; SEMICONDUCTORS; PENTACENES; STABILITY; HEXACENE; DYES;

D O I：

10.1021/ol101158y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A heptacene derivative 1 substituted with four electron-deficient trifluoromethylphenyl and two triisopropylsilylethynyl (TIPSE) groups was prepared by a new synthetic strategy. Photo-oxidative resistance studies showed that this newly developed heptacene compound persisted 47 h in solution under ambient light and air conditions, and it represents the most stable heptacene derivative reported to date.

引用

页码：3360 / 3363

页数：4

共 33 条

[1]

[Anonymous], 1964, Polycyclic hydrocarbons

[2] The larger acenes: Versatile organic semiconductors [J].

Anthony, John E. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (03) :452-483

[3] Functionalized acenes and heteroacenes for organic electronics [J].

Anthony, John E. .

CHEMICAL REVIEWS, 2006, 106 (12) :5028-5048

[4] CYCLIC DIENES .11. NEW SYNTHESES OF HEXACENE AND HEPTACENE [J].

BAILEY, WJ ;

LIAO, CW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (04) :992-993

[5] A single-step synthesis of symmetrical 1,3-diarylisobenzofurans [J].

Benderradj, Farah ;

Nechab, Malek ;

Einhorn, Cathy ;

Einhorn, Jacques .

SYNLETT, 2006, (13) :2035-2038

[6] Tetrathiafulvalenes, oligoacenenes, and their buckminsterfullerene derivatives: The brick and mortar of organic electronics [J].

Bendikov, M ;

Wudl, F ;

Perepichka, DF .

CHEMICAL REVIEWS, 2004, 104 (11) :4891-4945

[7] Oligoacenes: Theoretical prediction of open-shell singlet diradical ground states [J].

Bendikov, M ;

Duong, HM ;

Starkey, K ;

Houk, KN ;

Carter, EA ;

Wudl, F .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (24) :7416-7417

[8] Chain-length dependence of the electrochemical properties of conjugated oligofluorenes [J].

Chi, CY ;

Wegner, G .

MACROMOLECULAR RAPID COMMUNICATIONS, 2005, 26 (19) :1532-1537

[9] The Most Stable and Fully Characterized Functionalized Heptacene [J].

Chun, Doris ;

Cheng, Yang ;

Wudl, Fred .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (44) :8380-8385

[10]

Clar E., 1964, POLYCYCLIC HYDROCARB, VI

← 1 2 3 4 →