Resorcinol-Templated Synthesis of a Cofacial Terpyridine in Crystalline π-Stacked Columns

被引：22

作者：

Dutta, Saikat ^{[1
]}

Bucar, Dejan-Kresimir ^{[1
]}

MacGillivray, Leonard R. ^{[1
]}

机构：

[1] Univ Iowa, Dept Chem, Iowa City, IA 52242 USA

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 09期

基金：

美国国家科学基金会;

关键词：

SOLID-STATE; COMPLEXES; PHOTODIMERIZATION; MOTIFS;

D O I：

10.1021/ol200532t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A resorcinol achieves a templated stereospecific and near-quantitative synthesis of a cofacial terpyridine in the solid state. The solid-state synthesis occurs in one-dimensional pi-stacked columns with reactivities highly sensitive to peripheral groups attached to the template.

引用

收藏

页码：2260 / 2262

页数：3

相关论文

共 21 条

[11] Molecular crystals on the move: From single-crystal-to-single-crystal photoreactions to molecular machinery [J].

Garcia-Garibay, Miguel A. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (47) :8945-8947

[12] A solid-state supramolecular sweet spot [J].

Gibb, BC .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (15) :1686-1687

[13] A photoreactive crystalline quasiracemate [J].

Grove, Rebecca C. ;

Malehorn, Steven H. ;

Breen, Meghan E. ;

Wheeler, Kraig A. .

CHEMICAL COMMUNICATIONS, 2010, 46 (39) :7322-7324

[14] Improving visible light sensitization of luminescent europium complexes [J].

Kadjane, Pascal ;

Charbonniere, Loic ;

Camerel, Franck ;

Laine, Philippe P. ;

Ziessel, Raymond .

JOURNAL OF FLUORESCENCE, 2008, 18 (01) :119-129

[15] Anion-Controlled Stereoselective Synthesis of Cyclobutane Derivatives by Solid-State [2+2] Cycloaddition Reaction of the Salts of trans-3-(4-Pyridyl) Acrylic Acid [J].

Kole, Goutam Kumar ;

Tan, Geok Kheng ;

Vittal, Jagadese J. .

ORGANIC LETTERS, 2010, 12 (01) :128-131

[16] 2,2′:6′,2"-terpyridine as monodentate ligand:: Halogen bonding driven formation of discrete 2:1 aggregates with 1,2,4,5-tetrafluoro-3,6-diiodobenzene [J].

Liantonio, R ;

Logothetis, TA ;

Messina, MT ;

Metrangolo, P ;

De Santis, A ;

Pilati, T ;

Resnati, G .

COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 2002, 67 (09) :1373-1382

[17] Supramolecular control of reactivity in the solid state: From templates to ladderanes to metal-organic frameworks [J].

Macgillivray, Leonard R. ;

Papaefstathiou, Giannis S. ;

Friscic, Tomislav ;

Hamilton, Tamara D. ;

Bucar, Dejan-Krbimir ;

Chu, Qianli ;

Varshney, Dushyant B. ;

Georgiev, Ivan G. .

ACCOUNTS OF CHEMICAL RESEARCH, 2008, 41 (02) :280-291

[18] Herringbone infinite networks formed by terpyridine and haloperfluoroarene modules [J].

Messina, MT ;

Metrangolo, P ;

Resnati, G ;

Quici, S ;

Manfredi, A ;

Pilati, T .

SUPRAMOLECULAR CHEMISTRY, 2001, 12 (04) :405-410

[19] A convergent coordination chemistry-based approach to dissymmetric macrocyclic cofacial porphyrin complexes [J].

Oliveri, Christopher G. ;

Heo, Jungseok ;

Nguyen, SonBinh T. ;

Mirkin, Chad A. ;

Wawrzak, Zdzislaw .

INORGANIC CHEMISTRY, 2007, 46 (19) :7716-7718

[20]

Schmidt G. M., 1971, J PURE APPL CHEM, V27, P647