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（ONO钳形）钌配合物结合的正缬氨酸的合成与应用

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

作者信息

Isozaki Katsuhiro, Yokoi Tomoya, Yoshida Ryota, Ogata Kazuki, Hashizume Daisuke, Yasuda Nobuhiro, Sadakane Koichiro, Takaya Hikaru, Nakamura Masaharu

机构信息

International Research Center for Elements Science, Institute for Chemical Research, Kyoto University, Gokasho, Uji, Kyoto, 611-0011, Japan), Fax: (+81) 774-38-3186.

Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto, 615-8510, Japan.

出版信息

Chem Asian J. 2016 Apr 5;11(7):1076-91. doi: 10.1002/asia.201600045. Epub 2016 Mar 7.

DOI:10.1002/asia.201600045
PMID:26879368
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5069454/
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-C11 H23 CO-l-[Ru(pydc)(terpy)]Nva-NH-n-C11 H23 (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 H2 O2 than parent complex [Ru(pydc)(terpy)] (11 a).

摘要

成功合成了两种（ONO钳形）钌配合物结合的正缬氨酸，即Boc-[Ru(pydc)(terpy)]Nva-OMe（1；Boc = 叔丁氧羰基，terpy = 三联吡啶，Nva = 正缬氨酸）和Boc-[Ru(pydc)(tBu-terpy)]Nva-OMe（5），并通过单晶X射线衍射明确确定了它们的分子结构和绝对构型。钳形钌配合物和正缬氨酸支架在酸性/碱性、氧化和高温条件下的稳定性使我们能够将N-Boc和C-OMe末端选择性转化为各种官能团，如烷基酰胺、烷基脲和聚醚基团，而不会损失钌中心或对映体纯度。所得的二烷基化钌结合正缬氨酸n-C11H23CO-l-[Ru(pydc)(terpy)]Nva-NH-n-C11H23（l-4）在有机溶剂中具有优异的自组装性能，从而形成相应的超分子凝胶。钌结合正缬氨酸l-1对H2O2氧化醇的催化活性高于母体配合物[Ru(pydc)(terpy)]（11 a）。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e414/5069454/11ddbccc4ea3/ASIA-11-1076-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e414/5069454/8572ef92027e/ASIA-11-1076-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e414/5069454/48bd95e910d2/ASIA-11-1076-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e414/5069454/ced710744037/ASIA-11-1076-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e414/5069454/921220181ed6/ASIA-11-1076-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e414/5069454/d344446f3713/ASIA-11-1076-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e414/5069454/f2b879586977/ASIA-11-1076-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e414/5069454/af1b80130ce6/ASIA-11-1076-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e414/5069454/89ad1378404f/ASIA-11-1076-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e414/5069454/11ddbccc4ea3/ASIA-11-1076-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e414/5069454/8572ef92027e/ASIA-11-1076-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e414/5069454/48bd95e910d2/ASIA-11-1076-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e414/5069454/ced710744037/ASIA-11-1076-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e414/5069454/921220181ed6/ASIA-11-1076-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e414/5069454/d344446f3713/ASIA-11-1076-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e414/5069454/f2b879586977/ASIA-11-1076-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e414/5069454/af1b80130ce6/ASIA-11-1076-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e414/5069454/89ad1378404f/ASIA-11-1076-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e414/5069454/11ddbccc4ea3/ASIA-11-1076-g006.jpg

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