Hydrogenation of C6 dienic compounds using ruthenium catalysts

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F18%3A43916180" target="_blank" >RIV/60461373:22310/18:43916180 - isvavai.cz</a>

Result on the web

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DOI - Digital Object Identifier

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Result language

angličtina

Original language name

Hydrogenation of C6 dienic compounds using ruthenium catalysts

Original language description

Leaf alcohol ((Z)-hex-3-en-1-ol) is a colorless liquid with a strong, fresh odor of grass and leaves. This alcohol is widely used in the production of fragrance compositions. Literature offers different ways to synthesize this alcohol, but they are usually difficult multistage procedures with small yields [1]. The easiest way for the preparation of (Z)-hex-3-en-1-ol is based on hydrogenation of cheap and simply available sorbic acid, sorbic alcohol or butyl ester of sorbic acid. Selective hydrogenation of mentioned C6 compounds was performed with high selectivity in the presence of a ruthenium half sandwich complex with the structure [Cp*Ru(diene)]OTf. The influence of the reaction conditions (temperature, pressure, catalyst amount, solvent type) on the reaction rate and selectivity in the hydrogenation of dienic compounds have been studied in details [2,3]. The influence of various diene ligands on the process of hydrogenation has not yet been studied. This work was focused on the preparation of model ruthenium complexes of the type [Cp*Ru(COD)]ClO4 and [Cp*Ru(NBD)]BF4 (COD = 1,5 - cyclooctadiene, NBD = bicyclo [2.2.1] hepta-5-diene) (Fig. 1) and their use for the selective hydrogenation of C6 dienic compounds. The model compounds were sorbic acid and butylsorbate. Figure 1. Prepared ruthenium half sandwich complexes Hydrogenation was performed in homogeneous arrangement. Diethyl ether was chosen as a solvent. Reaction conditions were set to 50 °C and 4 MPa. All the above-mentioned C6 dienic compounds were hydrogenated to corresponding (Z)-hex-3-enoic compounds with high selectivity (up to 95 %).

Czech name

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Czech description

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Type

D - Article in proceedings

CEP classification

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OECD FORD branch

10401 - Organic chemistry

Project

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Continuities

S - Specificky vyzkum na vysokych skolach

Publication year

2018

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Article name in the collection

PROCEEDINGS of the 6th International Conference on Chemical Technology

ISBN

978-80-86238-77-7

ISSN

2336-8128

e-ISSN

neuvedeno

Number of pages

6

Pages from-to

336-341

Publisher name

Česká společnost průmyslové chemie (ČSPCH)

Place of publication

Praha

Event location

Mikulov

Event date

Apr 16, 2018

Type of event by nationality

WRD - Celosvětová akce

UT code for WoS article

000461293800062