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Synthesis and Applications of (ONO Pincer)Ruthenium‐Complex‐Bound Norvalines

Authors :
Masaharu Nakamura
Nobuhiro Yasuda
Ryota Yoshida
Katsuhiro Isozaki
Koichiro Sadakane
Daisuke Hashizume
Kazuki Ogata
Hikaru Takaya
Tomoya Yokoi
Source :
Chemistry, an Asian Journal
Publication Year :
2016
Publisher :
John Wiley and Sons Inc., 2016.

Abstract

Two (ONO pincer)ruthenium‐complex‐bound norvalines, Boc−[Ru(pydc)(terpy)]Nva−OMe (1; Boc=tert‐butyloxycarbonyl, terpy=terpyridyl, Nva=norvaline) and Boc−[Ru(pydc)(tBu‐terpy)]Nva−OMe (5), were successfully synthesized and their molecular structures and absolute configurations were unequivocally determined by single‐crystal X‐ray diffraction. The robustness of the pincer Ru complexes and norvaline scaffolds against acidic/basic, oxidizing, and high‐temperature conditions enabled us to perform selective transformations of the N‐Boc and C−OMe termini into various functional groups, such as alkyl amide, alkyl urea, and polyether groups, without the loss of the Ru center or enantiomeric purity. The resulting dialkylated Ru‐bound norvaline, n‐C11H23CO−l‐[Ru(pydc)(terpy)]Nva−NH‐n‐C11H23 (l‐4) was found to have excellent self‐assembly properties in organic solvents, thereby affording the corresponding supramolecular gels. Ru‐bound norvaline l‐1 exhibited a higher catalytic activity for the oxidation of alcohols by H2O2 than parent complex [Ru(pydc)(terpy)] (11 a).

Details

Language :
English
ISSN :
1861471X and 18614728
Volume :
11
Issue :
7
Database :
OpenAIRE
Journal :
Chemistry, an Asian Journal
Accession number :
edsair.doi.dedup.....de2aafe3a0e345b614613e7d4563be3b