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Direct Deuteration of Acrylic and Methacrylic Acid Derivatives Catalyzed by Platinum on Carbon in Deuterium Oxide
Author(s) -
Park Kwihwan,
Matsuda Takumi,
Yamada Tsuyoshi,
Monguchi Yasunari,
Sawama Yuka,
Doi Naoki,
Sasai Yasushi,
Kondo Shinichi,
Sawama Yoshinari,
Sajiki Hironao
Publication year - 2018
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201800170
Subject(s) - chemistry , methacrylic acid , deuterium , acrylic acid , catalysis , platinum , hydrogen , hydrogen–deuterium exchange , oxide , polymer chemistry , polymer , organic chemistry , polymerization , copolymer , physics , quantum mechanics
The platinum on carbon (Pt/C)‐catalyzed deuteration of acrylic and methacrylic acid derivatives in deuterium oxide (D 2 O) efficiently proceeded to give the corresponding acrylic acid‐ d 3 and methacrylic acid‐ d 5 derivatives. The olefinic functionality, as well as the methyl group on the unsaturated functionality of the substrate, were satisfactorily deuterated via the hydrogen (H)‐deuterium (D) exchange reaction. The obtained deuterated compounds are useful building blocks and efficiently converted to the corresponding desired products including a polymer without the degradation of the original deuterium contents.