Synthesis and Comparison of the Reactivity of Allyl Fluorides and ...

1.6 Thesis Outline
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Chapter One
This thesis sets out to examine the synthesis and reactions of allylic fluorides and chlorides
with sources of Pd(0). A series of interrelated experimental routes have been followed. In
chapter two, the synthesis of a range of analogously functionalised allylic fluorides and
allylic chlorides will be described. In chapter three, C-F and C-Cl activation reactions of
these allylic halides with Pd(0) starting materials will demonstrate that these reactions lead
to the same Pd(II) derivatives. In chapter four, the reactions of these Pd(II) allyls with
carbon-based nucleophiles and varying sources of fluoride anions will be outlined. Finally,
in chapter five, the synthesis and reaction chemistry with Pd(0) of a related series of allylic
difluorides will be discussed. From the synthesis and reactions of allyl halides with Pd(0), it
can be concluded that both the C-F and C-Cl bond can be activated in the same manner and
subsequently give rise to the same product when reacted with nucleophiles.
Figure 1.13 Proposed reaction schemes