Towards a synthesis of C-3-tribenzohemifullerene, a C42H18 fragment of [60]fullerene

被引：11

作者：

Mehta, G ^{[1
]}

Panda, G ^{[1
]}

Shah, SR ^{[1
]}

Kunwar, AC ^{[1
]}

机构：

[1] INDIAN INST CHEM TECHNOL,HYDERABAD 500007,ANDHRA PRADESH,INDIA

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1997年 / 16期

关键词：

D O I：

10.1039/a702911j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A short, simple synthesis of C-3-trinaphthotriphenylene 6, C42H24, from readily available precursors involving three-fold Wittig reactions and threefold oxidative photocyclizations is reported; hash vacuum pyrolysis of 6 in the quest for C-3-tribenzohemifullerene 5, C42H18, has so far led only to the formation of monobridged product 12, C42H22.

引用

页码：2269 / 2271

页数：3

共 23 条

[1] BUCKYBOWLS. 2. TOWARD THE TOTAL SYNTHESIS OF BUCKMINSTERFULLERENE (C-60) - BENZ[5,6]-AS-INDACENO-[3,2,1,8,7-MNOPQR]INDENO[4,3,2,1-CDEF]CHRYSENE [J].

ABDOURAZAK, AH ;

MARCINOW, Z ;

SYGULA, A ;

SYGULA, R ;

RABIDEAU, PW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (23) :6410-6411

[2]

BARTH WE, 1971, J AM CHEM SOC, V93, P1730

[3] SYNTHESIS AND DYNAMICS OF THE CORANNULENE NUCLEUS [J].

BORCHARDT, A ;

FUCHICELLO, A ;

KILWAY, KV ;

BALDRIDGE, KK ;

SIEGEL, JS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (05) :1921-1923

[4]

DEWAR MJS, 1977, J AM CHEM SOC, V99, P4599

[5] FULLERENE MODEL COMPOUNDS - BOWL-SHAPED AROMATIC-HYDROCARBONS AND CYCLOPHANE-BASED CAGE MOLECULES [J].

FAUST, R .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (13-14) :1429-1432

[6] Novel syntheses of three C30H12 bowl-shaped polycyclic aromatic hydrocarbons [J].

Hagen, S ;

Bratcher, MS ;

Erickson, MS ;

Zimmermann, G ;

Scott, LT .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (04) :406-408

[7] Corannulene synthesis via the pyrolysis of silyl vinyl ethers [J].

Liu, CZ ;

Rabideau, PW .

TETRAHEDRON LETTERS, 1996, 37 (20) :3437-3440

[8] IMPROVED METHODOLOGY FOR PHOTOCYCLIZATION REACTIONS [J].

LIU, LB ;

YANG, BW ;

KATZ, TJ ;

POINDEXTER, MK .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (12) :3769-3775

[9] Phenacenes: A family of graphite ribbons .2. Syntheses of some [7]phenacenes and an [11]phenacene by stilbene-like photocyclizations [J].

Mallory, FB ;

Butler, KE ;

Evans, AC ;

Brondyke, EJ ;

Mallory, CW ;

Yang, CQ ;

Ellenstein, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (09) :2119-2124

[10]

MEHHTA G, 1997, INDIAN J CHEM B, P301

← 1 2 3 →