Biphase Reduction of Heptanal and Cyclohexanone by Sodium Formate Catalyzed by Ether-Phosphine Ruthenium(II) Complexes

[img]PDF - Authorized users only
Language: English
68Kb
Title:Biphase Reduction of Heptanal and Cyclohexanone by Sodium Formate Catalyzed by Ether-Phosphine Ruthenium(II) Complexes
Creators:
Šabata, Stanislav
Včelák, Jaroslav
Hetflejš, Jiří
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 60, 1, pp. 127-136

Abstract

<p>RuCl<sub>2</sub>[P(C<sub>6</sub>H<sub>5</sub>)<sub>2</sub>OCH<sub>2</sub>CH<sub>2</sub>OCH<sub>3</sub>]<sub>2</sub> has efficiently catalyzed the reduction of cyclohexanone and heptanal by sodium formate in chlorobenzene-water, using cetylpyridinium bromide as the phase transfer catalyst. In both cases, the reduction was first order both in the substrate and in the initial concentration of the catalyst. The catalyst activity in the aldehyde reduction could be increased by the addition of the free ligand while in the ketone reduction the ligand in excess decreased the reaction rate. Several other phosphines of the type P(C<sub>6</sub>H<sub>5</sub>)<sub>2</sub>L where L = C<sub>6</sub>H<sub>5</sub>, C<sub>4</sub>H<sub>9</sub>, C<sub>2</sub>H<sub>5</sub>OCH<sub>2</sub>CH<sub>2</sub>, C<sub>4</sub>H<sub>9</sub>OCH<sub>2</sub>CH<sub>2</sub>, 1,4-dioxanemethyl, tetrahydrofurfuryl, and P(<i>i</i>-C<sub>3</sub>H<sub>7</sub>)<sub>3</sub>) gave the less efficient catalysts. Kinetic and activation data for the reduction of both substrates are reported.

Title:Biphase Reduction of Heptanal and Cyclohexanone by Sodium Formate Catalyzed by Ether-Phosphine Ruthenium(II) Complexes
Creators:
Šabata, Stanislav
Včelák, Jaroslav
Hetflejš, Jiří
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:60
Number:1
Page Range:pp. 127-136
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19950127UNSPECIFIED
ID Code:704
Item Type:Article
Deposited On:06 Feb 2009 17:03
Last Modified:06 Feb 2009 16:03

Citation

Šabata, Stanislav; Včelák, Jaroslav; Hetflejš, Jiří (1995) Biphase Reduction of Heptanal and Cyclohexanone by Sodium Formate Catalyzed by Ether-Phosphine Ruthenium(II) Complexes. Collection of Czechoslovak Chemical Communications, 60 (1). pp. 127-136. ISSN 0010-0765

Repository Staff Only: item control page