The preparation of value-added chemicals from renewable bio-based sources is a key strategy to promote the development of a greener chemical production. Aiming at contributing towards this goal, we herein report the results obtained in the valorization of lignin-derived phenolic compounds via a cascade hydrogenation/reductive amination process affording to N-substituted cyclohexylamines. For this purpose we have developed a tailor-made macroreticular POLITAG-20-Pd(0) heterogeneous catalytic system that has allowed the minimization of the H-source employed and the use of water as safe reaction medium. The catalyst shows a trustworthy long durability being recycled for representative 20 consecutive runs. The high efficiency and selectivity of the protocol also allow us to minimize the waste associated to the work-up procedure avoiding additional acidification steps. Moreover, the protocol revealed to be suitable also in the cascade process when 1-naphthol is used as starting material opening the way to a new step-economical route for the synthesis of N-alkyl-1,2,3,4-tetrahydronaphthalen-1-amines as key intermediate for the preparation of API. © 2023 Elsevier B.V.

Valentini, F., Di Erasmo, B., Ciancuti, C., Rossi, S., Maramai, S., Taddei, M., et al. (2023). Macroreticular POLITAG-Pd(0) for the waste minimized hydrogenation/reductive amination of phenols using formic acid as hydrogen source. CATALYSIS TODAY, 424 [10.1016/j.cattod.2022.07.001].

Macroreticular POLITAG-Pd(0) for the waste minimized hydrogenation/reductive amination of phenols using formic acid as hydrogen source

Maramai S.;Taddei M.;
2023-01-01

Abstract

The preparation of value-added chemicals from renewable bio-based sources is a key strategy to promote the development of a greener chemical production. Aiming at contributing towards this goal, we herein report the results obtained in the valorization of lignin-derived phenolic compounds via a cascade hydrogenation/reductive amination process affording to N-substituted cyclohexylamines. For this purpose we have developed a tailor-made macroreticular POLITAG-20-Pd(0) heterogeneous catalytic system that has allowed the minimization of the H-source employed and the use of water as safe reaction medium. The catalyst shows a trustworthy long durability being recycled for representative 20 consecutive runs. The high efficiency and selectivity of the protocol also allow us to minimize the waste associated to the work-up procedure avoiding additional acidification steps. Moreover, the protocol revealed to be suitable also in the cascade process when 1-naphthol is used as starting material opening the way to a new step-economical route for the synthesis of N-alkyl-1,2,3,4-tetrahydronaphthalen-1-amines as key intermediate for the preparation of API. © 2023 Elsevier B.V.
2023
Valentini, F., Di Erasmo, B., Ciancuti, C., Rossi, S., Maramai, S., Taddei, M., et al. (2023). Macroreticular POLITAG-Pd(0) for the waste minimized hydrogenation/reductive amination of phenols using formic acid as hydrogen source. CATALYSIS TODAY, 424 [10.1016/j.cattod.2022.07.001].
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11365/1215277