Synthesis and photochromic reaction of 1,2-diphenylperfluorocyclopentenes

被引：38

作者：

Takeshita, M ^{[1
]}

Ogawa, M ^{[1
]}

Miyata, K ^{[1
]}

Yamato, T ^{[1
]}

机构：

[1] Saga Univ, Fac Sci & Engn, Dept Appl Chem, Saga 8408502, Japan

来源：

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY | 2003年 / 16卷 / 02期

关键词：

photochromism; diarylethene; activation energy; thermal reaction; stilbene;

D O I：

10.1002/poc.586

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis and photochromic reaction of 1,2-diphenylperfluorocyclopentenes are reported. Upon UV irradiation, hexane solutions of 1,2-diphenylperfluorocyclopentenes afforded red solution of dihydrophenanthrenes, which gradually give the initial 1,2-diphenylperfluorocyclopentenes at room temperature thermally or under irradiation with visible light. The activation energies for the thermal isomerization of the dihydrophenanthrenes are estimated. Copyright (C) 2003 John Wiley Sons, Ltd.

引用

页码：148 / 151

页数：4

共 17 条

[1]

Durr H., 1990, PHOTOCHROMISM MOL SY

[2] THERMALLY IRREVERSIBLE PHOTOCHROMIC SYSTEMS - REVERSIBLE PHOTOCYCLIZATION OF 1,2-BIS(2-METHYLBENZO[B]THIOPHEN-3-YL)PERFLUOROCYCLOALKENE DERIVATIVES [J].

HANAZAWA, M ;

SUMIYA, R ;

HORIKAWA, Y ;

IRIE, M .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (03) :206-207

[3] 1,2-DIPHENYLCYCLOALKENES - ELECTRONIC AND GEOMETRIC STRUCTURES IN THE GAS-PHASE, SOLUTION, AND SOLID-STATE [J].

HOHLNEICHER, G ;

MULLER, M ;

DEMMER, M ;

LEX, J ;

PENN, JH ;

GAN, LX ;

LOESEL, PD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (14) :4483-4494

[4] Reversible surface morphology changes of a photochromic diarylethene single crystal by photoirradiation [J].

Irie, M ;

Kobatake, S ;

Horichi, M .

SCIENCE, 2001, 291 (5509) :1769-1772

[5] Diarylethenes for memories and switches [J].

Irie, M .

CHEMICAL REVIEWS, 2000, 100 (05) :1685-1716

[6] Synthesis and properties of photochromic diarylethenes with heterocyclic aryl groups [J].

Irie, M ;

Uchida, K .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1998, 71 (05) :985-996

[7] THERMAL-STABILITY OF PHOTOCHROMIC BIS((TRIFLUOROMETHYL)THIAZOLYL)ETHENE DERIVATIVES [J].

IWATA, S ;

ISHIHARA, Y ;

QIAN, CP ;

TANAKA, K .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (13) :3726-3727

[8] A new synthetic route to symmetrical photochromic diarylperfluorocyclopentenes [J].

Lucas, LN ;

van Esch, J ;

Kellogg, RM ;

Feringa, BL .

TETRAHEDRON LETTERS, 1999, 40 (09) :1775-1778

[9] PHOTOCHEMISTRY OF STILBENES .3. SOME ASPECTS OF MECHANISM OF PHOTOCYCLIZATION TO PHENANTHRENES [J].

MALLORY, FB ;

WOOD, CS ;

GORDON, JT .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (15) :3094-&

[10]

Muszkat K. A., 1980, TOP CURR CHEM, V38, P89

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