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Synthesis and Physical Organic Chemistry of C-Nitroso Compounds
English
198 b
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Much of our knowledge regarding the biology of nitric§oxide (NO), a key biological signaling molecule, has§come from the use of synthetic agents that release NO§or a redox-related species. Despite the§proliferation of NO-donor complexes, rates of NO§release and the redox state of the liberated NO from§these compounds are neither predictable nor§controllable to any practical extent. C-nitroso§compounds comprise a unique class of NO donors from§which the rate of NO release and the oxidation state§of the liberated NO can be precisely controlled by§the nature of the substituents geminal to the§nitroso-bearing carbon. Furthermore the concentration§of the active NO releasing agent (e.g. the monomeric§nitroso species) is governed by the position of the§dimer-monomer equilibrium, a process that is also§sensitive to substitution. Thus the manifold through§which these compounds release NO is highly dependent§on the electronic character of the substituents about§the nitroso bearing carbon.
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