Renaissance of annulene chemistry

被引：327

作者：

Spitler, Eric L.

Johnson, Charles A., II

Haley, Michael M. ^{[1
]}

机构：

[1] Univ Oregon, Dept Chem, Eugene, OR 97403 USA

[2] Univ Oregon, Inst Sci Mat, Eugene, OR 97403 USA

来源：

CHEMICAL REVIEWS | 2006年 / 106卷 / 12期

关键词：

UNSATURATED MACROCYCLIC-COMPOUNDS; INDEPENDENT CHEMICAL-SHIFTS; METAL-COMPLEXED BENZANNULENE; RAY-STRUCTURE DETERMINATION; VERSATILE SYNTHETIC ROUTE; ONE-STEP SYNTHESIS; RING CARBO-MERS; CRYSTAL-STRUCTURE; X-RAY; EFFICIENT SYNTHESIS;

D O I：

10.1021/cr050541c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

This review demonstrates the complex diversity of structures and wide variety of uses of annulenic molecules. Besides traditional application as probes for ring currents, annulenes now have demonstrated potential as deoxyribolucleic acid (DNA) cleaving agents, optoelectronic materials, molecular actuators and sources for novel carbon allotropes. Such new uses, coupled with modern techniques for their synthesis, have truly heralded a renaissance in annulene chemistry.

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收藏

页码：5344 / 5386

页数：43

相关论文

共 350 条

[21] ON THE EQUILIBRIUM [10]ANNULENE REVERSIBLE BISNORCARADIENE - X-RAY STUDY OF THE BETA-FORM OF 11-METHYLTRICYCLO[4.4.1.01,6]UNDECA-2,4,7,9-TETRAENE-11-CARBONITRILE AT 2 TEMPERATURES [J].

BIANCHI, R ;

PILATI, T ;

SIMONETTA, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (21) :6426-6431

[22] Vibrational spectroscopy of macrocyclic oligo (Phenyldiacetylenes) - I. A theoretical and experimental study of octadehydrodibenzo[12]annulene and dodecadehydrotribenzo[18]annulene [J].

Biliskov, N ;

Zimmermann, B ;

Baranovic, G .

JOURNAL OF MOLECULAR STRUCTURE, 2003, 661 :65-80

[23] Bis(enediyne) macrocycles: Synthesis, reactivity, and structural analysis [J].

Blanchette, HS ;

Brand, SC ;

Naruse, H ;

Weakley, TJR ;

Haley, MM .

TETRAHEDRON, 2000, 56 (49) :9581-9588

[24] Synthesis, crystal structure, and explosive decomposition of 1,2:5,6:11,12:15,16-tetrabenzo-3,7,9,13,17,19-hexadehydro[20]annulene: Formation of onion- and tube-like closed-shell carbon particles [J].

Boese, R ;

Matzger, AJ ;

Vollhardt, KPC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (08) :2052-2053

[25] Diatropicity of 3,4,7,8,9,10,13,14-octadehydro[14]annulenes: A combined experimental and theoretical investigation [J].

Boydston, AJ ;

Haley, MM ;

Williams, RV ;

Armantrout, JR .

JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (25) :8812-8819

[26] CRYSTAL STRUCTURE OF (18)ANNULENE .I. X-RAY STUDY [J].

BREGMAN, J ;

HIRSHFELD, FL ;

RABINOVICH, D ;

SCHMIDT, GMJ .

ACTA CRYSTALLOGRAPHICA, 1965, 19 :227-+

[27] ANTIAROMATICITY [J].

BRESLOW, R .

ACCOUNTS OF CHEMICAL RESEARCH, 1973, 6 (12) :393-398

[28] Does the aromatic dianion of 1,2-di-13C-[8]annulene automerize as does 1,2-di-13C-benzene? [J].

Brown, EC ;

Fico, RM ;

Reiter, RC ;

Stevenson, CD .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (13) :4444-4448

[29] Syntheses and properties of donor/acceptor arylethynyl-substituted 1,6-methano[10]annulenes [J].

BryantFriedrich, AC ;

Neidlein, R .

HELVETICA CHIMICA ACTA, 1997, 80 (05) :1639-1647

[30] Syntheses and reactions of alkylthio- and arylthio-substituted 1,6-methano[10]annulenes [J].

BryantFriedrich, AC ;

Neidlein, R .

HELVETICA CHIMICA ACTA, 1997, 80 (01) :128-138

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