Phenylene-thiophene oligomers bearing peracetylated beta-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. (C) 2010 Elsevier Ltd. All rights reserved.

Synthesis of D-glucose and L-phenylalanine substituted phenylene-thiophene oligomers

2011

Abstract

Phenylene-thiophene oligomers bearing peracetylated beta-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. (C) 2010 Elsevier Ltd. All rights reserved.
2011
Istituto di Chimica dei Composti OrganoMetallici - ICCOM -
Oligothiophenes
Organic semiconductors
pi-Conjugated materials
Organoboron compounds
Suzuki cross-coupling
Chiral conjugated oligomers
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/163354
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