Reductive Hydroformylation of Isosorbide Diallyl Ether.

Jérémy Ternel,Clothilde Buffe,Adrien Lopes,Hervé Bricout,Vincent Wiatz,Eric Monflier,Sébastien Tilloy,Mathieu Sauthier

doi:10.3390/molecules26237322

Abstract

Isosorbide and its functionalized derivatives have numerous applications as bio-sourced building blocks. In this context, the synthesis of diols from isosorbide diallyl ether by hydrohydroxymethylation reaction is of extreme interest. This hydrohydroxymethylation, which consists of carbon-carbon double bonds converting into primary alcohol functions, can be obtained by a hydroformylation reaction followed by a hydrogenation reaction. In this study, reductive hydroformylation was achieved using isosorbide diallyl ether as a substrate in a rhodium/amine catalytic system. The highest yield in bis-primary alcohols obtained was equal to 79%.

Highlights

IntroductionReductive Hydroformylation ofThe depletion of fossil resources is a growing problem. the challenge is to find renewable substitutable resources for the synthesis of chemical products
Reductive Hydroformylation ofThe depletion of fossil resources is a growing problem
We report the HHM of isosorbide diallyl ether using this catalytic system

Summary

Introduction

Reductive Hydroformylation ofThe depletion of fossil resources is a growing problem. the challenge is to find renewable substitutable resources for the synthesis of chemical products. In the context of green chemistry and sustainable development, the synthesis of simple molecules from biomass with chemically transformable functions is an essential goal. The polymer industry represents a large part of the world fossil resource consumption. In this sense, the design of new monomers from bio-based molecules represents a major challenge concerning the reduction of fossil resources. Biomass is mainly composed of vegetable oils (5–13%), lignin (15–25%), and carbohydrates (61–82%) [1] The valorization of this last segment, mainly present in biomass, makes it possible to obtain polyfunctional molecules such as furans, lactic acid, and, more sorbitol obtained from glucose, which can be accessible from starch.

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Results

Conclusion