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    Reductive cleavage of resin bound arylsulfonates
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    The carboxylate stretching frequencies of two high-valent, di-μ-oxido bridged, manganese dimers has been studied with IR spectroscopy in three different oxidation states. Both complexes contain one monodentate carboxylate donor to each Mn ion, in one complex, the carboxylate is coordinated perpendicular to the Mn-(μ-O)2-Mn plane, and in the other complex, the carboxylate is coordinated in the Mn-(μ-O)2-Mn plane. For both complexes, the difference between the asymmetric and the symmetric carboxylate stretching frequencies decrease for both the Mn2IV,IV to Mn2III,IV transition and the Mn2III,IV to Mn2III,III transition, with only minor differences observed between the two arrangements of the carboxylate ligand versus the Mn-(μ-O)2-Mn plane. The IR spectra also show that both carboxylate ligands are affected for each one electron reduction, i.e., the stretching frequency of the carboxylate coordinated to the Mn ion that is not reduced also shifts. These results are discussed in relation to FTIR studies of changes in carboxylate stretching frequencies in a one electron oxidation step of the water oxidation complex in Photosystem II.
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    Enhancing reactivity: A common feature of non-heme iron enzymes is the presence of carboxylate groups. An axial carboxylate group has been introduced trans to the oxo group of a non-heme oxoiron(IV) complex (see scheme). The coordination of carboxylate destabilizes the FeIVO unit and activates it towards reaction with dihydroanthracene.
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    In this chapter, strategies for lignin linkages cleavage beginning with C α O–H/ArO–H or C α –OH bonds heterolysis are summarized, primarily focusing on lignin alkaline hydrolysis, acidolysis, and their corresponding tandem processes. Chapter 8.1 focuses on the base-catalyzed cleavage of the C β –OAr bond beginning with C α O–H or ArO–H heterolysis to oxygen anion, which further induces the cleavage of the lignin C β –OAr bond. Chapter 8.2 summarizes the various acid-catalyzed methods for the C β –OAr bond cleavage beginning with C α –OH heterolysis, which further induce the C β –OAr bond cleavage via a C α =C β –OAr intermediate.
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