Synthesis and Applications of (ONO Pincer)Ruthenium‐Complex‐Bound Norvalines |
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| Authors: | Prof. Dr. Katsuhiro Isozaki Tomoya Yokoi Ryota Yoshida Dr. Kazuki Ogata Dr. Daisuke Hashizume Dr. Nobuhiro Yasuda Prof. Dr. Koichiro Sadakane Prof. Dr. Hikaru Takaya Prof. Dr. Masaharu Nakamura |
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| Affiliation: | 1. International Research Center for Elements Science, Institute for Chemical Research, Kyoto University, Gokasho, Uji, Kyoto, Japan), Fax: (+81)?774-38-3186;2. Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto, Japan;3. JST CREST, Japan;4. Materials Characterization Support Unit, RIKEN Center for Emergent Matter Science (CEMS), Wako, Saitama, Japan;5. JASRI (SPring-8), Sayo, Hyogo, Japan;6. Department of Biomedical Information Faculty of Life and Medical Sciences, Doshisha University, Kyotanabe, Kyoto, Japan |
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| 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 ). |
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| Keywords: | amino acids gels ruthenium self-assembly supramolecular chemistry |
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