Sustainable Syntheses of p-Hydroxycinnamic-Based Macrobisphenols: Progress, Challenges, and Comparative Assessment of
Amandine L Flourat1, Damien Breilly1, Floriane Rischard1,2
1URD Agro-Biotechnologies Industrielles (ABI), AgroParisTech, Pomacle, France.
Abstract:
Macrobisphenols are a family of bio-inspired bisphenols introduced in 2013, composed of two p-hydroxycinnamate units linked through ester bonds via a polyol scaffold. Unlike bisphenol A, macrobisphenols are non-endocrine-disrupting compounds, and display outstanding antiradical activity, making them attractive, safer alternatives for polymer-related applications. Their versatility enables use as plasticizers, antioxidants, and monomers for polymer and materials synthesis. Over the past 12 years, substantial progress has been made to enhance their industrial viability by expanding structural diversity through extensive libraries of analogs, significantly lowering production costs, and minimizing environmental impact through greener synthetic strategies. This article critically reviews the evolution of macrobisphenol synthesis, highlights recent advances in sustainable and scalable pathways, and provides practical guidelines for selecting the most cost-effective and environmentally responsible processes according to the targeted structure.
Related Concept Videos
Bioplastics
Vicinal Diols via Reductive Coupling of Aldehydes or Ketones: Pinacol Coupling Overview
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry
Preparation of Diols and Pinacol Rearrangement
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.

![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)
