Synthesis and Characterization of New Carbazolocarbazoles: Toward π-Extended N-Fused Heteroacenes

被引：26

作者：

Curiel, David ^{[1
]}

Mas-Montoya, Miriam ^{[1
]}

Uruvakili, Anasuyama ^{[1
]}

Orenes, Raul A. ^{[1
]}

Pallamreddy, Haranath ^{[1
]}

Molina, Pedro ^{[1
]}

机构：

[1] Univ Murcia, Fac Quim, Dept Quim Organ, E-30100 Murcia, Spain

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 14期

关键词：

THERMOELECTRIC PROPERTIES; ORGANIC SEMICONDUCTORS; CHARGE-TRANSPORT; FACILE SYNTHESIS; HIGH-MOBILITY; PERFORMANCE; HETEROARENES; DIINDOLOCARBAZOLES; TRANSISTORS; PYRROLE;

D O I：

10.1021/ol101076m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A regiospecific route has been developed for the synthesis of carbazolo[1,2-a]carbazole. The synthetic strategy is based on the use of appropriately tetrasubstituted naphthalene. Optical and electrochemical characterization of the fused heteroaromatic system reveals that this optically transparent heteroacene, with a low-lying HOMO, might be used as an organic material.

引用

页码：3164 / 3167

页数：4

共 41 条

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

Anthony, John E. .

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

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

Anthony, John E. .

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

[3] Optical and photophysical properties of indolocarbazole derivatives [J].

Belletete, Michel ;

Blouin, Nicolas ;

Boudreault, Pierre-Luc T. ;

Leclerc, Mario ;

Durocher, Gilles .

JOURNAL OF PHYSICAL CHEMISTRY A, 2006, 110 (51) :13696-13704

[4] Optical, electrochemical, magnetic, and conductive properties of new polyindolocarbazoles and polydiindolocarbazoles [J].

Blouin, N ;

Michaud, A ;

Wakim, S ;

Boudreault, PLT ;

Leclerc, M ;

Vercelli, B ;

Zecchin, S ;

Zotti, G .

MACROMOLECULAR CHEMISTRY AND PHYSICS, 2006, 207 (02) :166-174

[5] Poly(2,7-carbazole)s: Structure-property relationships [J].

Blouin, Nicolas ;

Leclerc, Mario .

ACCOUNTS OF CHEMICAL RESEARCH, 2008, 41 (09) :1110-1119

[6] Synthesis of diindolocarbazoles by Cadogan reaction:: Route to ladder oligo(p-aniline)s [J].

Bouchard, J ;

Wakim, S ;

Leclerc, M .

JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (17) :5705-5711

[7] Synthesis, characterization, and application of indolo[3,2-b]carbazole semiconductors [J].

Boudreault, Pierre-Luc T. ;

Wakim, Salem ;

Blouin, Nicolas ;

Simard, Michel ;

Tessier, Christian ;

Tao, Ye ;

Leclerc, Mario .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (29) :9125-9136

[8] New indolo[3,2-b]carbazole derivatives for field-effect transistor applications [J].

Boudreault, Pierre-Luc T. ;

Wakim, Salem ;

Tang, Ming Lee ;

Tao, Ye ;

Bao, Zhenan ;

Leclerc, Mario .

JOURNAL OF MATERIALS CHEMISTRY, 2009, 19 (19) :2921-2928

[9] N-Heteroacenes [J].

Bunz, Uwe H. F. .

CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (28) :6780-6789

[10] CARCINOGENIC NITROGEN COMPOUNDS .48. BENZO[B]-CARBAZOLES CARBAZOLOCARBAZOLES AND CARBAZOLOACRIDINES FROM CARBAZOLE [J].

BUUHOI, NP ;

SAINTRUF, G .

JOURNAL OF THE CHEMICAL SOCIETY, 1965, (OCT) :5464-&

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