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Tesi etd-03112008-120249


Thesis type
Tesi di dottorato di ricerca
Author
BINI, RICCARDO
URN
etd-03112008-120249
Title
Correlation of Structures and Solvent Properties of Ionic Liquids
Settore scientifico disciplinare
CHIM/06
Corso di studi
SCIENZA DEL FARMACO E DELLE SOSTANZE BIOATTIVE
Supervisors
Relatore Prof.ssa Chiappe, Cinzia
Parole chiave
  • Kinetics
  • Ionic Liquids
  • Diels Alder
  • QSPR
Data inizio appello
05/04/2008;
Consultabilità
Completa
Riassunto analitico
The aim of the thesis was to find out a correlation between the structural
properties of ionic liquids and their influence on organic reactivity.
Kinetic studies were performed on nucleophilic substitutions (Menschutkin
reaction and dediazonation, Chapter 1) and Diels-Alder reactions (Chapter
2). Data obtained, together with ab-initio calculations, confirm an active
role of the hydrogen bond interaction between ionic liquid and substrates/
activated complex in the influence of the reactivity.
In the dediazonation reactions, competition between the scarce nucleophilic
[Tf2N]? anion and bromide, surprisingly bears to the formation of
the incorporating products with [Tf2N]? only (section 1.2.2). ESI-MS experiments
on pure and mixed ionic liquids were performed in order to understand
the inner interactions responsible for this peculiar behaviour (section 1.2.3).
In order to better elucidate the structural features responsible of the
physical properties of ionic liquids, two computer aided approaches were
used in this thesis: prediction of the melting point of a class of pyridinium
substituted ionic liquids using a recursive neural network model (Chapter 3)
and calculation of the physical properties of [bmim][PF6] and [bmim][BF4]
through molecular dynamic simulations (Chapter 4).
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