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Buku Inventing Reactions by Lukas J. Gooßen

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Inventing Reactions by Lukas J. Gooßen

Author:Lukas J. Gooßen

Language: eng

Format: epub

Publisher: Springer Berlin Heidelberg, Berlin, Heidelberg

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Inventing Reactions by Lukas J. Gooßen

Scheme 14Proposed mechanism for CH activation of (IPI)RuII showing H/D exchange between a hydrocarbon and aqueous base

These conclusions suggest the reactivity of base-activated catalysts could be further enhanced by higher base concentrations as the activity of OH− is known to increase exponentially at high concentrations [141]. This is parallel to the reactivity seen in strongly acidic solvents such as H2SO4 using Hg and Pt catalysts, where the activity increases exponentially at higher concentrations of H+ [39, 40, 42]. Another possibility for the observed rate acceleration is the generation of new, higher energy, and more reactive ground states. This may provide access to previously inaccessible low-energy pathways for CH bond cleavage through complete deprotonation of protic ligands which leads to an increase in LUMONCat energy levels (Fig. 6), which will lead to enhanced π-nucleophilic character of the catalyst. Both CH activation and C–O bond formation, using metals that generate nucleophilic M–R δ− fragments, have been demonstrated. Ideally, the two steps will be coupled using a single system that facilitates the overall transformation of RH to ROH while employing nucleophilic catalysts, catalysts enhanced or not inhibited by basic media, and product protection imparted on the alcohol by the basic media to give the alkoxide.

 

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Inventing Reactions by Lukas J. Gooßen

Author:Lukas J. Gooßen , Date: September 29, 2019

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Author:Lukas J. Gooßen

Language: eng

Format: epub

Publisher: Springer Berlin Heidelberg, Berlin, Heidelberg
Scheme 14Proposed mechanism for CH activation of (IPI)RuII showing H/D exchange between a hydrocarbon and aqueous base

These conclusions suggest the reactivity of base-activated catalysts could be further enhanced by higher base concentrations as the activity of OH− is known to increase exponentially at high concentrations [141]. This is parallel to the reactivity seen in strongly acidic solvents such as H2SO4 using Hg and Pt catalysts, where the activity increases exponentially at higher concentrations of H+ [39, 40, 42]. Another possibility for the observed rate acceleration is the generation of new, higher energy, and more reactive ground states. This may provide access to previously inaccessible low-energy pathways for CH bond cleavage through complete deprotonation of protic ligands which leads to an increase in LUMONCat energy levels (Fig. 6), which will lead to enhanced π-nucleophilic character of the catalyst. Both CH activation and C–O bond formation, using metals that generate nucleophilic M–R δ− fragments, have been demonstrated. Ideally, the two steps will be coupled using a single system that facilitates the overall transformation of RH to ROH while employing nucleophilic catalysts, catalysts enhanced or not inhibited by basic media, and product protection imparted on the alcohol by the basic media to give the alkoxide.

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