Stereospecific epoxidation of 2-hexene with molecular oxygen on photoirradiated titanium dioxide powder

被引：28

作者：

Ohno, T ^{[1
]}

Kigoshi, T ^{[1
]}

Nakabeya, K ^{[1
]}

Matsumura, M ^{[1
]}

机构：

[1] Osaka Univ, Res Ctr Photoenerget Organ Mat, Toyonaka, Osaka 5608531, Japan

来源：

CHEMISTRY LETTERS | 1998年 / 09期

关键词：

D O I：

10.1246/cl.1998.877

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Photocatalytic oxidation of 2-hexene on TiO2, powder was investigated under a stream of oxygen gas. The main. product was 2,3-epoxyhexane with the chemical yield ranging fi om 65% to 83% depending on the TiO2, powders. When trans-2-hexene was used as the starting material, the epoxide was also trans. On the other hand, cis epoxide was the chief product from cis-2-hexene. From mixed 2-hexene (trans/cis = 1.7), larger amounts of trans epoxide were obtained than cis-epoxide in the initial period of the reaction, indicating that trans-2-hexene is more reactive than the cis isomer on the photocatalyst.

引用

页码：877 / 878

页数：2

共 5 条

[1] PHOTOCATALYTIC ISOMERIZATION OF BUTENES OVER TIO2 - PHOTO-FORMED ACTIVE SPECIES AND CHARACTERISTICS OF REACTION [J].

ANPO, M ;

YABUTA, M ;

KODAMA, S ;

KUBOKAWA, Y .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1986, 59 (01) :259-264

[2] MECHANISTIC FEATURES OF THE SEMICONDUCTOR PHOTOCATALYZED OLEFIN-TO-CARBONYL OXIDATIVE CLEAVAGE [J].

FOX, MA ;

CHEN, CC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (22) :6757-6759

[3] ORGANIC HETEROGENEOUS PHOTOCATALYSIS - CHEMICAL CONVERSIONS SENSITIZED BY IRRADIATED SEMICONDUCTORS [J].

FOX, MA .

ACCOUNTS OF CHEMICAL RESEARCH, 1983, 16 (09) :314-321

[4] SEMICONDUCTOR-CATALYZED PHOTO-OXYGENATION OF AROMATIC OLEFINS [J].

KANNO, T ;

OGUCHI, T ;

SAKURAGI, H ;

TOKUMARU, K .

TETRAHEDRON LETTERS, 1980, 21 (05) :467-470

[5] Epoxidation of olefins on photoirradiated titanium dioxide powder using molecular oxygen as an oxidant [J].

Ohno, T ;

Nakabeya, K ;

Matsumura, M .

JOURNAL OF CATALYSIS, 1998, 176 (01) :76-81

← 1 →