Katalytische Carbonylierungsreaktionen als nachhaltiger Zugang zu technisch interessanten Kohlensäurederivaten: Reaktionsmechanismen und Katalyse

Übergeordnetes Thema dieser Arbeit ist die Erforschung von katalytischen Carbonylierungsreaktionen zur nachhaltigen Darstellung von technisch interessanten Kohlensäurederivaten. Hauptaugenmerk lag dabei auf den mechanistischen Untersuchungen der cobaltkatalysierten oxidativen Carbonylierung von Anil...

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Bibliographic Details
Main Author: Harrer, Marcus
Contributors: Sundermeyer, Jörg (Prof. Dr.) (Thesis advisor)
Format: Dissertation
Published: Philipps-Universität Marburg 2012
Online Access:PDF Full Text
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Table of Contents: The overarching theme of this work is the research on catalytic carbonylation reactions for the preparation of technically interesting carbonic acid derivatives. The main focus was put on the mechanistic investigation of the cobalt catalyzed oxidative carbonylation of aniline and methanol giving methyl N-phenylcarbamate, N,N’-diphenylurea as well as dimethyl carbonate. It was also possible to propose two plausible mechanisms for the cobalt catalyzed redoxcarbonylation of aniline, nitrobenzene, and methanol. Furthermore diphenyl carbonate, which is an important precursor for the aromatic bisphenol A based polycarbonates, was synthesized via palladium catalyzed oxidative carbonylation of phenol. Furthermore novel catalysts for the preparation of linear and cyclic aliphatic carbonates were developed and characterized. Using this catalysts an efficient protocol for the synthesis of cyclic propylene carbonate and cyclohexene carbonate as well as linear polycyclohexene carbonate via a catalytic carboxylation of epoxides was established. Aside of the research on carbonic acid derivatives several attempts were made to achieve a novel catalytic β-lactam synthesis by cobalt catalyzed oxidative carbonylation of allylamines followed by radical cyclisation.