Template-controlled face-to-face stacking of olefinic and aromatic carboxylic acids in the solid state

被引：52

作者：

Mei, Xuefeng ^{[1
]}

Liu, Shuanglong ^{[1
]}

Wolf, Christian ^{[1
]}

机构：

[1] Georgetown Univ, Dept Chem, Washington, DC 20057 USA

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 14期

关键词：

D O I：

10.1021/ol071039c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A rigid 1,8-dipyridylnaphthalene template for supramolecular organization of unsaturated dicarboxylic acids in the solid state has been developed. Self-assembly of the template and aromatic dicarboxylic acids generates nondistorted paracyclophane and pyridinophane architectures with perfectly superimposed pi-systems. The dipyridyl template can be used to promote stereoselective solid-state dimerization of olefinic dicarboxylic acids.

引用

收藏

页码：2729 / 2732

页数：4

相关论文

共 69 条

[1]

Adams H, 2001, CHEM-EUR J, V7, P4863, DOI 10.1002/1521-3765(20011119)7:22<4863::AID-CHEM4863>3.0.CO

[2]

2-3

[3]

Amirsakis DG, 2001, ANGEW CHEM INT EDIT, V40, P4256, DOI 10.1002/1521-3773(20011119)40:22<4256::AID-ANIE4256>3.0.CO

[4]

2-S

[5] 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

[6] Molecular dynamics and thermodynamics of protein-RNA interactions: Mutation of a conserved aromatic residue modifies stacking interactions and structural adaptation in the U1A-stem loop 2 RNA complex [J].

Blakaj, DM ;

McConnell, KJ ;

Beveridge, DL ;

Baranger, AM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (11) :2548-2551

[7] Halogen bonding and π•••π stacking control reactivity in the solid state [J].

Caronna, T ;

Liantonio, R ;

Logothetis, TA ;

Metrangolo, P ;

Pilati, T ;

Resnati, G .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (14) :4500-4501

[8] Phenyl-perfluorophenyl stacking interactions: Topochemical[2+2] photodimerization and photopolymerization of olefinic compounds [J].

Coates, GW ;

Dunn, AR ;

Henling, LM ;

Ziller, JW ;

Lobkovsky, EB ;

Grubbs, RH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (15) :3641-3649

[9] TOPOCHEMISTRY .2. PHOTOCHEMISTRY OF TRANS-CINNAMIC ACIDS [J].

COHEN, MD ;

SCHMIDT, GMJ ;

SONNTAG, FI .

JOURNAL OF THE CHEMICAL SOCIETY, 1964, (JUN) :2000-&

[10] 'Template-switching': a supramolecular strategy for the quantitative, gram-scale construction of a molecular target in the solid state [J].

Friscic, T ;

Macgillivray, LR .

CHEMICAL COMMUNICATIONS, 2003, (11) :1306-1307

← 1 2 3 4 5 6 7 →