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Combining Solid-state and Solution-based Techniques: Synthesis and Reactivity of ChalcogenidoplumbatesII or IV
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Using Solid Catalysts in Disulfide-Based Dynamic Combinatorial Solution- and Mechanochemistry.

Ana M Belenguer1, Adam A L Michalchuk2, Giulio I Lampronti1,3

  • 1Yusuf Hamied Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, United Kingdom.

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|December 4, 2021
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Summary
This summary is machine-generated.

Solid amines catalyze disulfide-based dynamic combinatorial chemistry (DCC) via ball milling, reaching equilibrium in hours, unlike weeks in solution. This mechanochemical approach offers a faster route for DCC reactions.

Keywords:
ball millingdisulfide exchangedynamic covalent chemistrymechanochemistrysolid amine catalysts

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Area of Science:

  • Organic Chemistry
  • Materials Science
  • Mechanochemistry

Background:

  • Dynamic combinatorial chemistry (DCC) is a powerful method for generating molecular libraries.
  • Traditional DCC often relies on solution-phase reactions, which can be slow.
  • Solid-state catalysis offers potential advantages in reaction speed and efficiency.

Purpose of the Study:

  • To investigate the use of solid amines as catalysts in disulfide-based DCC.
  • To explore the efficiency of mechanochemical methods (ball milling) for solid-state DCC.
  • To compare the reaction times of mechanochemical DCC with traditional solution-phase DCC.

Main Methods:

  • Utilized ball mill grinding for solid-state reactions.
  • Employed ten different amine catalysts for disulfide-based DCC.
  • Studied two specific disulfide reactions under mechanochemical conditions.
  • Analyzed reaction equilibrium times and factors influencing them.

Main Results:

  • Solid amines effectively catalyzed disulfide-based DCC via ball milling.
  • Mechanochemical equilibrium was achieved rapidly, within 1-3 hours.
  • This is significantly faster than solution-phase equilibrium, which can take weeks to months.
  • Equilibrium was independent of the specific amine catalyst but influenced by grinding parameters.

Conclusions:

  • Solid amines are viable and efficient catalysts for disulfide-based DCC using mechanochemistry.
  • Ball milling provides a rapid and effective method for achieving solid-state DCC equilibrium.
  • Mechanochemical DCC offers a substantial time advantage over solution-phase methods.