Title: Silver salt enabled H/D exchange at the β-position of thiophene rings: synthesis of fully deuterated thiophene derivatives

Journal Article · · Organic and Biomolecular Chemistry
DOI: https://doi.org/10.1039/d1ob02285g · OSTI ID:1866689
 [1];  [1];  [1];  [1];  [1];  [1]; ORCiD logo [1];  [1]; ORCiD logo [2]
  1. Nanjing Technical Univ., (China)
  2. Nanjing Technical Univ., (China); Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
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Here, we disclose a silver catalyzed H/D exchange reaction, which can introduce the deuterium atom at the β position of thiophene rings without the assistance of any coordinating groups. The advantages of this reaction include operation in open air, usage of D2O as the deuterium source, good tolerance to a range of functional groups and obtaining high atom% deuterium incorporation. In addition, this H/D exchange reaction is employed for direct deuteration of a thiophene based monomer, which is usually prepared by multistep synthesis from expensive deuterated starting materials.

Research Organization:
Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)
Sponsoring Organization:
USDOE; USDOE Office of Science (SC)
Grant/Contract Number:
AC05-00OR22725
OSTI ID:
1866689
Journal Information:
Organic and Biomolecular Chemistry, Journal Name: Organic and Biomolecular Chemistry Journal Issue: 6 Vol. 20; ISSN 1477-0520
Publisher:
Royal Society of ChemistryCopyright Statement
Country of Publication:
United States
Language:
English

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