Premium
Mild Hydrodeoxygenation of Phenols into Cycloalkanes under Ambient Hydrogen Pressure over a Ni/H‐Beta Catalyst
Author(s) -
Ohta Hidetoshi,
Sakata Yoshihiro,
Nakanishi Daisuke,
Hayashi Minoru
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202000903
Subject(s) - hydrodeoxygenation , cyclohexanes , catalysis , chemistry , atmospheric pressure , phenols , yield (engineering) , cyclohexene , noble metal , organic chemistry , decarboxylation , photochemistry , inorganic chemistry , materials science , selectivity , oceanography , metallurgy , geology
Hydrodeoxygenation of phenols is an important process for producing six‐membered ring hydrocarbons from lignin. The reaction generally requires high temperatures (300 °C or higher) and high‐pressure H 2 gas. In recent years, milder reactions at around 100 °C under atmospheric pressure H 2 have been developed by using noble metal catalysts. On the other hand, the reaction with less expensive base metal catalysts still requires either of high temperatures or high‐pressure H 2 , or the both. Herein, we performed the reaction of various phenols over a Ni/H‐Beta catalyst in octane at 110 °C under atmospheric pressure H 2 in a batch reactor to give the corresponding cyclohexanes in 96–33% yield. The reaction proceeds through formation of cyclohexene intermediates, which are eventually converted to cyclohexanes either directly or via transient arene intermediates.