Toward covalently linked organic networks: Model studies and connector syntheses

被引：25

作者：

Feldman, KS

Campbell, RF

Saunders, JC

Ahn, C

Masters, KM

机构：

[1] Department of Chemistry, Pennsylvania State University, University Park

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1997年 / 62卷 / 25期

关键词：

D O I：

10.1021/jo9714167

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A model 1-naphthoic acid bearing a peri-positioned cinnamic acid residue crystallizes as a closed H-bonded dimer. Irradiation of this crystalline solid provides an alpha-truxillate-type cyclobutane photodimer in quantitative yield, Further synthesis studies have led to more highly functionalized naphthoic/cinnamic acid species capable of(pseudo)centrosymmetric attachment to polyvalent hubs, This system demonstrates the feasibility of designing a covalent molecular connector whose orientation is encoded by its H-bonding pattern.

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页码：8814 / 8820

页数：7

相关论文

共 36 条

[1] TOPOLOGICAL REARRANGEMENT WITHIN A SINGLE-CRYSTAL FROM A HONEYCOMB [CD(CN)2]N3D NET TO A DIAMOND NET [J].

ABRAHAMS, BF ;

HARDIE, MJ ;

HOSKINS, BF ;

ROBSON, R ;

WILLIAMS, GA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (26) :10641-10643

[2] CHEMISTRY OF 8-SUBSTITUTED 1-NAPHTHYLMETHYLENES AND 2-SUBSTITUTED BENZYLIDENES - A SIMPLE ENTRY TO 1H-CYCLOBUTA[DE]NAPHTHALENES [J].

BAILEY, RJ ;

CARD, PJ ;

SHECHTER, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (19) :6096-6103

[3] ACYCLIC TETRAETHYNYLETHENE MOLECULAR SCAFFOLDING - MULTINANOMETER-SIZED LINEARLY CONJUGATED RODS WITH THE POLY(TRIACETYLENE) BACKBONE AND CROSS-CONJUGATED EXPANDED DENDRALENES [J].

BOLDI, AM ;

ANTHONY, J ;

GRAMLICH, V ;

KNOBLER, CB ;

BOUDON, C ;

GISSELBRECHT, JP ;

GROSS, M ;

DIEDERICH, F .

HELVETICA CHIMICA ACTA, 1995, 78 (04) :779-796

[4]

BURNET P, 1997, J AM CHEM SOC, V119, P2737

[5]

Christensen J.J., 1983, HDB METAL LIGAND HEA

[6]

CLAYTON JP, 1979, J CHEM SOC P1, P312

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

COHEN, MD ;

SCHMIDT, GMJ ;

SONNTAG, FI .

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

[8] SINGLE-CRYSTAL-TO-SINGLE-CRYSTAL PHOTODIMERIZATION OF CINNAMIC ACID [J].

ENKELMANN, V ;

WEGNER, G ;

NOVAK, K ;

WAGENER, KB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (22) :10390-10391

[9] FIVEFOLD-DIAMOND STRUCTURE OF ADAMANTANE-1,3,5,7-TETRACARBOXYLIC ACID [J].

ERMER, O .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (12) :3747-3754

[10] Preliminary studies towards crosslinking polymerizations with tetraethynylmethane and its derivatives: Evidence for unusually facile alkyne hydration [J].

Feldman, KS ;

Mareska, DA ;

Weinreb, CK ;

Chasmawala, M .

CHEMICAL COMMUNICATIONS, 1996, (07) :865-866

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