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Triruthenium carbonyl complexes containing bidentate pyridine–alkoxide ligands for highly efficient oxidation of primary and secondary alcohols
Author(s) -
Yue Xiaohui,
Yan Xinlong,
Huo Shuaicong,
Dong Qing,
Zhang Junhua,
Hao Zhiqiang,
Han Zhangang,
Lin Jin
Publication year - 2020
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.5292
Subject(s) - chemistry , denticity , tetrahydrofuran , ruthenium , pyridine , alkoxide , medicinal chemistry , alcohol oxidation , crystal structure , stereochemistry , catalysis , crystallography , organic chemistry , solvent
Reactions of substituted pyridylalkanol 6‐CH 3 PyCH 2 CH(OH)R (R = Ph (L 1 H), R = 4‐CH 3 C 6 H 4 (L 2 H), R = 4‐OCH 3 C 6 H 4 (L 3 H), R = 4‐ClC 6 H 4 (L 4 H), R = 4‐BrC 6 H 4 (L 5 H), R = 4‐CF 3 C 6 H 4 (L 6 H)) with Ru 3 (CO) 12 in refluxing tetrahydrofuran afforded the corresponding ruthenium carbonyl complexes [6‐CH 3 PyCH 2 CHRO] 2 Ru 3 (CO) 8 (R = Ph ( 1a ), R = 4‐CH 3 C 6 H 4 ( 1b ), R = 4‐OCH 3 C 6 H 4 ( 1c ), R = 4‐ClC 6 H 4 ( 1d ), R = 4‐BrC 6 H 4 ( 1e ), R = 4‐CF 3 C 6 H 4 ( 1f )) in good yields. These ruthenium complexes were well characterized using elemental analysis and Fourier transform infrared and NMR spectroscopies. Furthermore, their crystal structures were determined using single‐crystal X‐ray diffraction analysis. Complexes 1a – 1f were found to be highly active toward oxidation of a wide range of primary and secondary alcohols to corresponding aldehydes and ketones within 5 minutes in the presence of N ‐methylmorpholine‐ N ‐oxide as oxidant.