Summary: | 碩士 === 國立中山大學 === 化學系研究所 === 107 === It has been known that benzene C-H activation by [PNN]NiH in the past study, but
[PNN]NiH can’t be purified, so we can only do catalytic experiments in situ. In this
experiment, [PNN]NiCl was added to Ph2SiH2 to synthesize [PNN]NiH. It is expected that
the benzene C-H functionalization with Ar-X (X= Cl, Br, I) can be carried out by [PNN]NiH.
10 mol% [PNN]NiCl, one equivalent of Ph2SiH2 and one equivalent of Ar-X (X= Cl, Br, I)
were added to benzene to control the heating temperature and time. The experimental results
showed that the target product was the main product for the 4-chlorotoluene reaction. The
best condition was that it was heated at 80 C for 18 hours. The yield of 57% represents that
the [PNN]- ligand has the potential to catalyze this reaction.
The olefin isomerization ability of 1-hexene was tested by adding 1 mol% [PNN]NiCl
and 1 mol% super-hydride in tetrahydrofuran. The products are trans-2-hexene (a),
cis-2-hexene (b), trans-3-hexene (c), the selectivity is not affected by the temperature and
time, and get yield of a, b, c , it is 57%, 30%, 10% at 60 C for 3 hours respectively.
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