Truxinates and truxillates: building blocks for architecturally complex polymers and advanced materials

Abstract

Significant advancements in the syntheses of cyclobutane containing small molecules and polymers are described in the last 15 years. Small molecule cyclobutanes are under investigation for their diverse pharmacological activities, while polymers with cyclobutane backbones are emerging as novel mechanophores, stress-responsive materials, and sustainable plastics. Within these chemistries, [2 + 2] photocycloadditions to yield truxinates and truxillates are highly efficient offering a versatile strategy to access complex scaffolds. This article provides a comprehensive review on the synthetic methodologies, properties, and applications of polymer truxinates and truxillates, providing the background necessary to understand current developments and envision future applications. Additionally, we highlight the links between the development, discoveries, and synthetic methodologies of small molecules and cyclobutane polymers. We emphasize structure property relationships and discuss methods to control composition and structure for desired applications. We begin with a discussion of synthetic techniques for small molecule and polymer cyclobutanes followed by their greater applications, including pharmacological and material properties with examples including sustainable plastics and stimuli-responsive systems.