Phenacenes:: a family of graphite ribbons.: Part 3:: Iterative strategies for the synthesis of large phenacenes

被引：57

作者：

Mallory, FB ^{[1
]}

Butler, KE

Bérubé, A

Luzik, ED

Mallory, CW

Brondyke, EJ

Hiremath, R

Ngo, P

Carroll, PJ

机构：

[1] Bryn Mawr Coll, Dept Chem, Bryn Mawr, PA 19010 USA

[2] Univ Penn, Dept Chem, Philadelphia, PA 19104 USA

来源：

TETRAHEDRON | 2001年 / 57卷 / 17期

关键词：

stilbene-like photocyclizations; polycyclic aromatic hydrocarbon systems; divergent-convergent syntheses; phenacenes;

D O I：

10.1016/S0040-4020(01)00240-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Iterative strategies are reported for the synthesis of some large monodisperse [Il]phenacenes, which an polycyclic aromatic hydrocarbon derivatives having n benzene rings fused in an extended phenanthrene-like structural motif. The key carbon-carbon bond-forming steps involve either Wittig or McMurry coupling reactions to give diarylethylenes, and oxidative photocyclizations of those diarylethylenes. tert-Butyl substituents on the phenacene framework serve as solubilizing groups. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：3715 / 3724

页数：10

共 14 条

[1]

Hensel V, 1997, LIEBIGS ANN-RECL, P303

[2]

Liess P, 1996, LIEBIGS ANN, P1037

[3]

Mallory CW Mallory F.B., 1984, ORGANIC REACTIONS, V30, P1, DOI DOI 10.1002/0471264180.0R030.01

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