Revisiting the stability of hexacenes

被引：146

作者：

Mondal, Rajib ^{[1
]}

Adhikari, Ravi M. ^{[1
]}

Shah, Bipin K. ^{[1
]}

Neckers, Douglas C. ^{[1
]}

机构：

[1] Bowling Green State Univ, Ctr Photochem Sci, Bowling Green, OH 43403 USA

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 13期

关键词：

D O I：

10.1021/ol0709376

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Strating-Zwanenberg photodecarbonylation was used to prepare hexacene (1). Compound 1 was found to be extremely unstable in solution, undergoing dimerization and oxidation. However, when generated in a polymer matrix, 1 survived for more than 12 h under ambient conditions. Hexacenes substituted at the 6 and 15 positions with the phenyl, p-tert-butylphenyl, and mesityl groups were synthesized using the quinone reduction method, but these compounds were also shown to be unstable in solution.

引用

页码：2505 / 2508

页数：4

共 24 条

[1]

ANGLIKER H, 1982, J CHEM PHYS LETT, V87, P208

[2] Functionalized acenes and heteroacenes for organic electronics [J].

Anthony, John E. .

CHEMICAL REVIEWS, 2006, 106 (12) :5028-5048

[3] CYCLIC DIENES .11. NEW SYNTHESES OF HEXACENE AND HEPTACENE [J].

BAILEY, WJ ;

LIAO, CW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (04) :992-993

[4] Tetrathiafulvalenes, oligoacenenes, and their buckminsterfullerene derivatives: The brick and mortar of organic electronics [J].

Bendikov, M ;

Wudl, F ;

Perepichka, DF .

CHEMICAL REVIEWS, 2004, 104 (11) :4891-4945

[5] Review graphite [J].

Chung, DDL .

JOURNAL OF MATERIALS SCIENCE, 2002, 37 (08) :1475-1489

[6]

Clar E., 1939, CHEM BER, V72, P2137

[7]

Clar E., 1964, POLYCYCLIC HYDROCARB, VI

[8]

Dimitrakopoulos CD, 2002, ADV MATER, V14, P99, DOI 10.1002/1521-4095(20020116)14:2<99::AID-ADMA99>3.0.CO

[9]

2-9

[10]

FANG T, 1986, HEPTACENE OCTACENE N

← 1 2 3 →