Ammonia borane enabled upgrading of biomass derivatives at room temperature

Wenfeng Zhao, Sebastian Meier, Song Yang, Anders Riisager*

*Corresponding author for this work

Research output: Contribution to journalJournal articleResearchpeer-review

Abstract

Simplifying biomass conversion to valuable products with high efficiency is pivotal for the sustainable development of society. Herein, an efficient catalyst-free system using ammonia borane (AB) as the hydrogen donor is described, which enables controllable reaction selectivity towards four value-added products in excellent yield (82–100%) under very mild conditions. In particular, the system is uniquely efficient to produce γ-valerolactone (GVL) at room temperature. Combined in situ NMR and computational studies elucidate the hydrogen transfer mechanism of AB in methanol, the novel pathway of GVL formation from levulinate in water, and a competitive mechanism between reduction and reductive amination in the same system. Moreover, carbohydrates are converted directly into GVL in good yield, using a one-pot, two-step strategy. Products of a rather broad scope are prepared within a short reaction time of 30 min by using this catalyst-free strategy in methanol at room temperature.
Original languageEnglish
JournalGreen Chemistry
Volume22
Pages (from-to)5972-5977
ISSN1463-9262
DOIs
Publication statusPublished - 2020

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