Rutheniumkatalysierte Hydratisierung von terminalen Alkinen und deren Einsatz in Synthesestrategien

In the context of this work the ruthenium-catalyzed anti-Markovnikon-hydration of terminal alkynes was optimized. This covers the reaction conditions (catalyst loading, concentration, solvent/reaction media, equivalents of water, additives and exchange of the counterion) as well as the variation of the ruthenium complex via ligand exchange. The most aktivst catalyst was the [cyclopentadienylruthenium(II)(2-diphenylphosphino-6-(2,4,6-triphenylphenyl)pyridine)(triphenylphosphino)(acetonitrile)]hexafluorophosphate complex. Beside the optimization of the catalysis the ruthenium-catalyzed anti-Markovnikov-hydration was used in synthetic strategies to result aldols and poly-1,3-diols and also poly-1,4-diols. The poly-1,4-diols led via a sequential synthesis from simple base-chemicals to poly-1,4-diols with high structural complexity and natural related compounds. The hydration of propargyl alcohols to aldols, respectively 1,3-diols was more challenging in comparison to the hydration of 1,4-diols. But finally, it was possible to synthesize the massoialactone and a derivative of the family of the polyacetate secondary pyrons.

Grantor dc:publisher

Publikationsserver der RWTH Aachen University

Year dc:date

2009

Author dc:creator

• Kribber, Thomas Clemens

Contributors dc:contributor

• Hintermann, Lukas

• info:eu-repo/classification/ddc/540
• Homogene Katalyse
• Hydratisierung
• Ruthenium
• Alkine
• Aldehyde
• Chemie
• homogeneous catalysis
• hydration
• alkynes
• aldehydes

Statement dc:rights

• info:eu-repo/semantics/openAccess

Language dc:language

ger

Identifier

https://publications.rwth-aachen.de/search?p=id:%22RWTH-CONV-113573%22

OAI record oai:identifier

https://publications.rwth-aachen.de/oai2d?verb=GetRecord&metadataPrefix=oai_dc&identifier=oai%3Apublications.rwth-aachen.de%3A51262