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Synthesis of d-glucose and l-phenylalanine substituted phenylene-thiophene oligomers
Authors:Omar Hassan OmarFrancesco Babudri  Gianluca M. Farinola  Francesco NasoAlessandra Operamolla  Adriana Pedone
Affiliation:
  • a Istituto di Chimica dei Composti OrganoMetallici CNR ICCOM di Bari, via Orabona 4, I-70126 Bari, Italy
  • b Dipartimento di Chimica, Università degli Studi di Bari ‘Aldo Moro’, via Orabona 4, I-70126 Bari, Italy
  • Abstract:
    Phenylene-thiophene oligomers bearing peracetylated β-d-glucose or N-BOC-l-phenylalanine as chiral substituents were synthesized in good yields by a versatile protocol based on the Suzuki-Miyaura cross-coupling reaction. Aryl iodides bearing the chiral biomolecules as substituents efficiently reacted with pinacol boronates of bi- or terthiophenes leading to the bio-functionalized oligomers in good yields.
    Keywords:Oligothiophenes   Organic semiconductors   π-Conjugated materials   Organoboron compounds   Suzuki cross-coupling   Chiral conjugated oligomers
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