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Identifying the missing link in catalyst transfer polymerization.

Weiying He1, Brian O Patrick1, Pierre Kennepohl2

  • 1Department of Chemistry, The University of British Columbia, 2036 Main Mall, Vancouver, BC, V6T 1Z1, Canada.

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|September 26, 2018
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Summary
This summary is machine-generated.

This study reveals the structure of key nickel intermediates in catalyst transfer polycondensation (CTP) of thiophenes. These findings confirm the mechanism of CTP, enabling controlled synthesis of polythiophenes and living polymerizations.

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Area of Science:

  • Polymer Chemistry
  • Organometallic Chemistry
  • Materials Science

Background:

  • Catalyst transfer polycondensation (CTP) is effective for synthesizing polythiophenes.
  • The precise mechanism, particularly the role of Ni(0) intermediates, remains unclear.

Purpose of the Study:

  • To elucidate the reaction mechanism of nickel-catalyzed CTP of thiophenes.
  • To characterize the geometry and bonding of critical Ni(0) thiophene intermediates.

Main Methods:

  • Experimental studies combined with computational evidence.
  • Structural characterization of nickel-thiophene species.

Main Results:

  • Identified and structurally characterized square planar η²-Ni(0)-thiophene species.
  • Confirmed the viability of C,C-η² bound intermediates in CTP.
  • Provided an electronic rationale for the stability of these intermediates, supporting living polymerization.

Conclusions:

  • The study clarifies the mechanism of nickel-catalyzed CTP for polythiophene synthesis.
  • C,C-η² bound intermediates are crucial, enabling living polymerization processes.
  • C,S-κ² species also play a role, offering new optimization pathways.