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Updated: Sep 19, 2025

Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
Published on: February 6, 2020
Modular Assembly of Oligo(phenylenevinylene)s via Iterative Linear-Selective Oxidative Heck Reactions with Protected
Takaki Nojiri1, Takashi Nishikata1
1Graduate School of Science and Engineering, Yamaguchi University, Ube, Yamaguchi 755-8611, Japan.
Abstract:
In this paper, we report the development of an iterative cross-coupling (ICC) process utilizing oxidative Heck reactions with a protected boronic acid derivative, oxazaborolidinone, for the efficient synthesis of oligo(phenylenevinylene)s (OPVs). OPVs possess a structure characterized by alternating benzene rings and alkenes, traditionally synthesized through oligomerization of halogenated styrenes. However, this conventional approach is limited in its ability to incorporate different phenylenevinylene units into a single OPV structure. To address this challenge, we have developed a palladium-catalyzed iterative oxidative Heck reaction process employing newly synthesized oxazaborolidinone-protected boronic acids. When applied to the synthesis of structurally diverse OPVs, our methodology achieved the desired products in excellent yields, demonstrating its high efficiency and practical utility in constructing complex molecular architectures.
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