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Organoactinide-Mediated Hydrothiolation of Terminal Alkynes with Aliphatic,

Organoactinide-Mediated Hydrothiolation of Terminal Alkynes with Aliphatic, Aromatic, and Benzylic Thiols. (a), (b) and (c) are commonly used reactions in organic synthesis. Cross-coupling. hydrogenation of olefins. metathesis of olefins. Alkane dehydrogenation.

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Organoactinide-Mediated Hydrothiolation of Terminal Alkynes with Aliphatic,

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  1. Organoactinide-Mediated Hydrothiolation of Terminal Alkynes with Aliphatic, Aromatic, and Benzylic Thiols

  2. (a), (b) and (c) are commonly used reactions in organic synthesis. Cross-coupling hydrogenation of olefins metathesis of olefins Alkane dehydrogenation Catalytic C–C and C–H bond-forming processes Nature 2008, 455, 314–322

  3. Nature 2008, 455, 314–322

  4. Acc. Chem. Res. 2004, 37, 673–686

  5. Angew. Chem., Int. Ed. Engl. 1970, 9, 273–287

  6. J. Am. Chem. Soc. 1992, 114, 5902−5903

  7. Markovnikov

  8. first-order: lower alkyne concentrations, zero-order:higher alkyne concentrations

  9. Exchange of deuterium between the thiol and terminal alkyne C-H group is observed with excess alkyne effectively diluting the product deuteration. When the reaction is carried out in a stoichiometric thiol:alkyne ratio, deuterium is equally distributed between the E and Z positions

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