Nickel-Based Catalysis for Carbonyl and Imine Hydrosilylation
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Abstract
The amine functional group constitutes an essential component of agrochemical,
biological and pharmaceutical compounds: amino acids, vitamins and commonly used
analgesics. Various methods have been reported in the literature for the synthesis of amines
which includes reductive amination of carbonyl derivatives with primary amines, but it
often requires extreme reaction conditions to carry out the conversion. Another method to
make amines is metal catalyzed reduction of the amide group, but it bears limited scope
due to lower electrophilicity at the carbonyl group. An easy, direct and efficient method is
metal catalyzed reduction of imines. This includes hydrosilylation as an efficient method
which creates a convenient pathway for hydrogen transfer from readily available silanes
via the metal catalyst to the substrate.
The effective one-step reduction of carbonyl, as well as protection of alcohol, can
be achieved by metal-catalyzed hydrosilylation rather than conventional tedious two-step
method of first reducing the carbonyl and then protecting the alcohol.
In chapter 1, a short overview of different methods for amine and alcohol synthesis
from respective imines and carbonyl, hydrosilylation and its advantage, synthesis of
NacNac ligand, and its Ni complex has been discussed.
In chapter 2, Hydrosilylation of carbonyl and imine using Ni- NacNac catalyst,
plausible mechanism and substrate sope have been discussed. Also, Alcohol
dehydrogenation using Ni(Azo) 2 and other attempted projects which includes, C–H
activation via single electron transfer using PLY ligand; pyridine catalyzed C–H activation
has been discussed.