Selective Synthesis and Functionalization of an Acyclic Methylene‐Bridged‐Arene Trimer in a Cage

Author:

Takezawa Hiroki1ORCID,Iizuka Kenta1ORCID,Fujita Makoto123ORCID

Affiliation:

1. Department of Applied Chemistry School of Engineering The University of Tokyo Mitsui Link Lab Kashiwanoha 1, FS CREATION 6-6-2 Kashiwanoha Kashiwa Chiba 227-0882 Japan

2. Division of Advanced Molecular Science, Insititute for Molecular Science (IMS) 5-1 Higashiyama, Myodaiji Okazaki Aichi 444-8787 Japan

3. The University of Tokyo Institutes for Advanced Study (UTIAS) The University of Tokyo 7-3-1 Hongo Bunkyo-ku Tokyo 113-8654 Japan

Abstract

AbstractArene‐formaldehyde condensation is a versatile reaction for producing various oligomeric/polymeric materials. However, the precise control of oligomerization degree is still challenging because the starting materials and intermediates have similar reactivities. Here, we demonstrate the selective synthesis of a methylene‐bridged arene trimer using the confined cavity of a coordination cage. The limited space of the cavity prevents unregulated polymerization. The confinement effect for the kinetic protection is also demonstrated by the subsequent site‐selective iodination of the trimer product within the cage.

Funder

Japan Society for the Promotion of Science

Publisher

Wiley

Subject

General Chemistry,Catalysis

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