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Influence of the Interaction between a Tin Catalyst and an Accelerator on the Formose‐Inspired Synthesis of α‐Hydroxy‐γ‐butyrolactone
Author(s) -
Yamaguchi Sho,
Matsuo Takeaki,
Motokura Ken,
Miyaji Akimitsu,
Baba Toshihide
Publication year - 2016
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201501377
Subject(s) - tin , catalysis , chemistry , formaldehyde , deuterium , absorption (acoustics) , photochemistry , combinatorial chemistry , materials science , organic chemistry , physics , nuclear physics , composite material
In this study, we focused on the tin‐catalyzed transformation of formaldehyde into α‐hydroxy‐γ‐butyrolactone (HBL) in the presence of an α‐hydroxy carbonyl compound as the accelerator. The screening of various accelerators aided in clarifying the structural prerequisites of the accelerator for the formose‐inspired synthesis of HBL. To investigate the influence of the interactions between the tin metal and the accelerator on the catalytic activity, we performed a deuterium‐exchange experiment with α‐hydroxyacetophenone followed by in situ 119 Sn NMR spectroscopy and X‐ray absorption fine structure measurements. On the basis of the experimental results, we proposed a reaction mechanism to obtain HBL.