(Aza)Pentacenes Clipped into a Ring: Stabilization of Large (Aza)Acenes

被引：20

作者：

Ahrens, Lukas ^{[1
]}

Tverskoy, Olena ^{[1
]}

Weigold, Svenja ^{[1
]}

Ganschow, Michael ^{[1
]}

Rominger, Frank ^{[1
]}

Freudenberg, Jan ^{[1
]}

Bunz, Uwe H. F. ^{[1
,2
]}

机构：

[1] Heidelberg Univ, Organ Chem Inst, Neuenheimer Feld 270, D-69120 Heidelberg, Germany

[2] Ctr Adv Mat, Neuenheimer Feld 225, D-69120 Heidelberg, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2021年 / 60卷 / 17期

关键词：

acenes; organic materials; semiconductors; stabilization; X-ray diffraction; ACENES;

D O I：

10.1002/anie.202015348

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A doubly alkylene bridged 6,13-diphenylpentacene and analogously bridged azapentacenes were prepared; they are persistent. The doubly bridged azapentacenes display superior photochemical, oxidative and thermal stabilities compared to azapentacenes protected by bis(TIPS-ethynyl)-substituents-clipping an azaacene into a large ring is a viable complement in stabilization.

引用

页码：9270 / 9273

页数：4

共 29 条

[1]

[Anonymous], 2011, Angew. Chem, V123, P8747

[2]

[Anonymous], 2011, ANGEW CHEM, V123, P3619

[3]

[Anonymous], 2011, Angew. Chem, V123, P7151

[4]

[Anonymous], 1998, ANGEW CHEM, V110, P2154

[5]

[Anonymous], 2008, Angew. Chem, V120, P460

[6] Functionalized pentacene: Improved electronic properties from control of solid-state order [J].

Anthony, JE ;

Brooks, JS ;

Eaton, DL ;

Parkin, SR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (38) :9482-9483

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

Anthony, John E. .

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

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

Anthony, John E. .

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

[9] Effects of electronegative substitution on the optical and electronic properties of acenes and diazaacenes [J].

Appleton, Anthony Lucas ;

Brombosz, Scott M. ;

Barlow, Stephen ;

Sears, John S. ;

Bredas, Jean-Luc ;

Marder, Seth R. ;

Bunz, Uwe H. F. .

NATURE COMMUNICATIONS, 2010, 1

[10] Helically Locked Tethered Twistacenes [J].

Bedi, Anjan ;

Shimon, Linda J. W. ;

Gidron, Oni .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2018, 140 (26) :8086-8090

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