Herein
described is a sustainable system for hydrogenation that
uses solar light as the ultimate source of energy. The system consists
of two steps. Solar energy is captured and chemically stored in the
first step; exposure of a solution of azaxanthone in ethanol to solar
light causes an energy storing dimerization of the ketone to produce
a sterically strained 1,2-diol. In the second step, the chemical energy
stored in the vicinal diol is released and used for hydrogenation;
the diol offers hydrogen onto alkenes and splits back to azaxanthone,
which is easily recovered and reused repeatedly for capturing solar
energy.
A convenient method
to prepare Ni(cod)2 from Ni(acac)2 using light
as the source of energy is reported. In the first
step of this process, xanthone is reductively dimerized upon irradiation
of solar or LED light in 2-propanol to form a vicinal diol possessing
a highly sterically congested C–C bond. In the second step,
a ketyl radical derived from the diol reacts with Ni(acac)2, ultimately reducing nickel(II) to nickel(0), which is bound by
1,5-cyclooctadiene (COD) to produce Ni(cod)2. This new
method obviates the need for hazardous reductants such as diisobutylaluminum
hydride (DIBAH) and sodium.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.