Issue 10, 2024
From the journal:

Chemical Communications

Synthesis of a macrocyclic oligomer of pyridylbenzoxazole utilizing dynamic covalent bonds and its unsymmetric conversion†

Yuya Hokimoto ORCID logo a  and  Takashi Nakamura ORCID logo *b  

* Corresponding authors

a Degree Programs in Pure and Applied Sciences, Graduate School of Science and Technology, University of Tsukuba, 1-1-1 Tennodai, Tsukuba, Ibaraki 305-8571, Japan

b Institute of Pure and Applied Sciences, University of Tsukuba, 1-1-1 Tennodai, Tsukuba, Ibaraki 305-8571, Japan
E-mail: nakamura@chem.tsukuba.ac.jp

Abstract

A new unsymmetric macrocycle was synthesized by an effective and high yield 3-step synthesis, which was composed of macrocyclization, irreversible conversion, and desymmetrization. The dynamic nature of imine bonds as well as selective conversion based on strain release were utilized. Moreover, the unsymmetric macrocycle formed an interesting bivalve-like 2 : 1 complex with zinc.

Graphical abstract: Synthesis of a macrocyclic oligomer of pyridylbenzoxazole utilizing dynamic covalent bonds and its unsymmetric conversion

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Article information

DOI
https://doi.org/10.1039/D3CC06216C
Article type
Communication
Submitted
22 Dec 2023
Accepted
02 Jan 2024
First published
03 Jan 2024

Chem. Commun., 2024,60, 1281-1284

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Synthesis of a macrocyclic oligomer of pyridylbenzoxazole utilizing dynamic covalent bonds and its unsymmetric conversion

Y. Hokimoto and T. Nakamura, Chem. Commun., 2024, 60, 1281 DOI: 10.1039/D3CC06216C

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