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Syntéza a aplikace fluorfosfonátů / Synthesis and applications of fluorophosphonates

In the Introduction part of this thesis, the chemistry of organo-fluorine compounds including the electronic properties that fluorine impacts onto organic molecules, steric effects, lipophilicity and other characteristics as well as applications and important features of organo-fluorine compounds are briefly discussed. Moreover, summary of the methods for their preparation, modern methods for fluorinations and enantioselective fluorinations, and fluoroalkylation methodologies in organic synthesis are described. Additionally, the chemistry of fluorinated phosphonates including their preparations, important applications and the chemistry of α,α-difluorophosphonates are discussed. The Results and discussion part describes nucleophilic trifluoromethylation of various electrophilic substrates using diethyl trifluoromethylphosphonate. Furthermore, efficient stereoselective synthesis of fluorovinylphosphonates by a base-induced HF elimination of α,α-difluorophosphonates is explained. In addition, synthesis of number of new, structurally diverse compounds, having a difluorophosphonate moiety using the reaction of diethyl difluoromethylphosphonate with various α,β-unsaturated carbonyl compounds, Michael acceptors and imines are reported. Also, preliminary experiments dealing with nucleophilic reactions of...

Identiferoai:union.ndltd.org:nusl.cz/oai:invenio.nusl.cz:326910
Date January 2012
CreatorsCherkupally, Prabhakar
ContributorsBeier, Petr, Hermann, Petr, Kvíčala, Jan
Source SetsCzech ETDs
LanguageEnglish
Detected LanguageEnglish
Typeinfo:eu-repo/semantics/doctoralThesis
Rightsinfo:eu-repo/semantics/restrictedAccess

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