Protonation-Triggered Conformational Changes to Mobius Aromatic [32]Heptaphyrins(1.1.1.1.1.1.1)

被引：124

作者：

Saito, Shohei ^{[1
,2
]}

Shin, Jae-Yoon

Lim, Jong Min ^{[1
]}

Kim, Kil Suk ^{[1
]}

Kim, Dongho ^{[1
]}

Osuka, Atsuhiro ^{[2
]}

机构：

[1] Yonsei Univ, Dept Chem, Seoul 120749, South Korea

[2] Kyoto Univ, Dept Chem, Grad Sch Sci, Sakyo Ku, Kyoto 6068502, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 50期

基金：

日本学术振兴会;

关键词：

aromaticity; heptaphyrins; Mobius aromaticity; porphyrinoids; two-photon absorption;

D O I：

10.1002/anie.200804457

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Switching Aromaticity: Conformations of [32]heptaphyrins (1.1.1.1.1.1.1) are dependent upon meso-aryl substituents, solvents, temperature, and protonation. Particularly, protonation of meso-pentafluorophenyl-substituted [32]heptaphyrin triggers conformational changes to form twisted aromatic Möbius structures (see picture), even at room temperature. (Figure Presented). © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：9657 / 9660

页数：4

共 37 条

[1] Comparative photophysics of [26]- and [28]hexaphyrins(1.1.1.1.1.1): Large two-photon absorption cross section of aromatic [26]hexaphyrins(1.1.1.1.1.1) [J].

Ahn, TK ;

Kwon, JH ;

Kim, DY ;

Cho, DW ;

Jeong, DH ;

Kim, SK ;

Suzuki, M ;

Shimizu, S ;

Osuka, A ;

Kim, D .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (37) :12856-12861

[2] Synthesis of a Mobius aromatic hydrocarbon [J].

Ajami, D ;

Oeckler, O ;

Simon, A ;

Herges, R .

NATURE, 2003, 426 (6968) :819-821

[3] Synthesis and properties of the first Mobius annulenes [J].

Ajami, Darinsh ;

Hess, Kirsten ;

Koehler, Felix ;

Nather, Christian ;

Oeckler, Oliver ;

Simon, Arndt ;

Yamamoto, Chiyo ;

Okamoto, Yoshio ;

Herges, Rainer .

CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (21) :5434-5445

[4]

[Anonymous], 1998, ANGEW CHEM

[5] Confusion, inversion, and creation - a new spring from porphyrin chemistry [J].

Furuta, H ;

Maeda, H ;

Osuka, A .

CHEMICAL COMMUNICATIONS, 2002, (17) :1795-1804

[6]

Heilbronner E., 1964, TETRAHEDRON LETT, V5, P1923

[7] Topology in chemistry: Designing Mobius molecules [J].

Herges, Rainer .

CHEMICAL REVIEWS, 2006, 106 (12) :4820-4842

[8] Expanded porphyrins and their heterologs [J].

Jasat, A ;

Dolphin, D .

CHEMICAL REVIEWS, 1997, 97 (06) :2267-2340

[9]

JUX N, 2008, ANGEW CHEM, V120, P2577

[10] The porphyrin twist: Huckel and Mobius aromaticity [J].

Jux, Norbert .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (14) :2543-2546

← 1 2 3 4 →