Benzo[a]acecorannulene:: Surprising formation of a new bowl-shaped aromatic hydrocarbon from an attempted synthesis of 1,2-diazadibenzo[d,m]corannulene

被引：31

作者：

Tsefrikas, Vikki M. ^{[1
]}

Arns, Steve

Merner, Patrick M.

Warford, C. Chad

Merner, Bradley L.

Scott, Lawrence T.

Bodwell, Graham J.

机构：

[1] Boston Coll, Merkert Chem Ctr, Dept Chem, Chestnut Hill, MA 02467 USA

[2] Mem Univ Newfoundland, Dept Chem, St John, NF A1B 3X7, Canada

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 23期

关键词：

D O I：

10.1021/ol061554v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Flash vacuum pyrolysis of 7,10-bis(2-bromophenyl)acenaphtho[1,2-d]pyridazine (C26H14Br2N2) has resulted in a surprising transformation, including dinitrogen loss, to give benzo[a]acecorannulene, a novel C26H12 bowl-shaped fullerene fragment.

引用

页码：5195 / 5198

页数：4

共 43 条

[1] BENZO [3,4] CYCLOBUTA [1,2-B] BIPHENYLENE, THE LINEAR SESQUIBIPHENYLENE [J].

BARTON, JW ;

ROWE, DJ .

TETRAHEDRON LETTERS, 1983, 24 (03) :299-302

[2]

BOGER DL, 1990, B SOC CHIM BELG, V99, P599

[3] DIELS-ALDER REACTIONS OF HETEROCYCLIC AZADIENES - SCOPE AND APPLICATIONS [J].

BOGER, DL .

CHEMICAL REVIEWS, 1986, 86 (05) :781-793

[4] Azadiene Diels-Alder reactions: Scope and applications. Total synthesis of natural and ent-fredericamycin A [J].

Boger, DL .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1996, 33 (05) :1519-1531

[5] DIELS-ALDER REACTIONS OF AZADIENES [J].

BOGER, DL .

TETRAHEDRON, 1983, 39 (18) :2869-2939

[6]

BOGER DL, 1989, HETERO DIELS ALDER M

[7]

BRATCHER MS, 1994, 207 NAT M AM CHEM SO

[8]

BRATCHER MS, 1996, THESIS BOSTON COLL

[9] ACARICIDAL 1,2,4,5-TETRAZINES [J].

BROOKER, PJ ;

PARSONS, JH ;

REID, J ;

WEST, PJ .

PESTICIDE SCIENCE, 1987, 18 (03) :179-190

[10] ARE FLASH PYROLYTIC REACTIONS USEFUL [J].

BROWN, RFC .

PURE AND APPLIED CHEMISTRY, 1990, 62 (10) :1981-1986

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