Synthesis and characterization of a C-60-pentacene monoadduct

被引：40

作者：

Mack, J

Miller, GP

机构：

[1] Department of Chemistry, University of New Hampshire, Durham

来源：

FULLERENE SCIENCE AND TECHNOLOGY | 1997年 / 5卷 / 03期

关键词：

D O I：

10.1080/15363839708015911

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

C-60 reacts with 1 equivalent of pentacene to give a C-60-pentacene monoadduct in 59% yield. H-1 and C-13 NMR data confirm a C-2v Symmetric structure for the monoadduct consistent with C-60 cycloaddition across central carbon atoms 6 and 13 of pentacene. Seven bispentacene adducts are formed in 13% overall yield.

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页码：607 / 614

页数：8

相关论文

共 17 条

[1] SYNTHESIS OF ALPHA-AMINO-ACID DERIVATIVES OF C-60 FROM 1,9-(4-HYDROXYCYCLOHEXANO)-BUCKMINSTERFULLERENE [J].

AN, YZ ;

ANDERSON, JL ;

RUBIN, Y .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (18) :4799-4801

[2] REACTION OF BUCKMINSTERFULLERENE WITH ORTHO-QUINODIMETHANE - A NEW ACCESS TO STABLE C60 DERIVATIVES [J].

BELIK, P ;

GUGEL, A ;

SPICKERMANN, J ;

MULLEN, K .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1993, 32 (01) :78-80

[3] KINETIC STABILITY OF THE C-60-CYCLOPENTADIENE DIELS-ALDER ADDUCT [J].

GIOVANE, LM ;

BARCO, JW ;

YADAV, T ;

LAFLEUR, AL ;

MARR, JA ;

HOWARD, JB ;

ROTELLO, VM .

JOURNAL OF PHYSICAL CHEMISTRY, 1993, 97 (33) :8560-8561

[4]

GUGEL A, 1994, ANGEW CHEM INT EDIT, V33, P559, DOI 10.1002/anie.199405591

[5] FULLERENE CHEMISTRY IN 3 DIMENSIONS - ISOLATION OF 7 REGIOISOMERIC BISADDUCTS AND CHIRAL TRISADDUCTS OF C-60 AND DI(ETHOXYCARBONYL)METHYLENE [J].

HIRSCH, A ;

LAMPARTH, I ;

KARFUNKEL, HR .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1994, 33 (04) :437-438

[6]

HIRSCH A, 1995, SYNTHESIS-STUTTGART, P895

[7] REGIOCHEMISTRY OF MULTIPLE ADDITIONS TO THE FULLERENE CORE - SYNTHESIS OF A T-H-SYMMETRICAL HEXAKISADDUCT OF C-60 WITH BIS(ETHOXYCARBONYL)METHYLENE [J].

HIRSCH, A ;

LAMPARTH, I ;

GROSSER, T ;

KARFUNKEL, HR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (20) :9385-9386

[8]

ISHIDA T, 1994, FULLERENE SCI TECHN, P155

[9] SYNTHESIS OF A RIGID BALL-AND-CHAIN DONOR-ACCEPTOR SYSTEM THROUGH DIELS-ALDER FUNCTIONALIZATION OF BUCKMINSTERFULLERENE (C(60)) [J].

KHAN, SI ;

OLIVER, AM ;

PADDONROW, MN ;

RUBIN, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (11) :4919-4920

[10] USE OF NAPHTHALENE AS A SOLVENT FOR SELECTIVE FORMATION OF THE 1/1 DIELS-ALDER ADDUCT OF C-60 WITH ANTHRACENE [J].

KOMATSU, K ;

MURATA, Y ;

SUGITA, N ;

TAKEUCHI, K ;

WAN, TSM .

TETRAHEDRON LETTERS, 1993, 34 (52) :8473-8476