2016
DOI: 10.1039/c6ob00969g
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ONO-pincer ruthenium complex-bound norvaline for efficient catalytic oxidation of methoxybenzenes with hydrogen peroxide

Abstract: The enhanced catalytic activity of ruthenium complex-bound norvaline Boc-l-[Ru]Nva-OMe 1, in which the ONO-pincer ruthenium complex Ru(pydc)(terpy) 2 is tethered to the α-side chain of norvaline, has been demonstrated for the oxidation of methoxybenzenes to p-benzoquinones with a wide scope of substrates and unique chemoselectivity.

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Cited by 18 publications
(8 citation statements)
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References 151 publications
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“…For DMBQ, 1,2,4-trimethoxybenzene, a phenol derivative, is usually used (Table 1, Scheme 4). [98][99][100][101] Hardeo reported the oxidation of 1,4-dimethoxy-2,5-bis (methoxymethoxy)benzene [102] with tert-butylperoxide in the presence of poly(bis-1,2-phenylene) diselenide affords DMBQ in 64 % yield (Scheme 5).…”
Section: From Related Phenol Derivativesmentioning
confidence: 99%
See 1 more Smart Citation
“…For DMBQ, 1,2,4-trimethoxybenzene, a phenol derivative, is usually used (Table 1, Scheme 4). [98][99][100][101] Hardeo reported the oxidation of 1,4-dimethoxy-2,5-bis (methoxymethoxy)benzene [102] with tert-butylperoxide in the presence of poly(bis-1,2-phenylene) diselenide affords DMBQ in 64 % yield (Scheme 5).…”
Section: From Related Phenol Derivativesmentioning
confidence: 99%
“…For DMBQ, 1,2,4‐trimethoxybenzene, a phenol derivative, is usually used (Table 1, Scheme 4). [98–101] …”
Section: Cathode Materials For Mg Batteriesmentioning
confidence: 99%
“…There have been several methods published for the preparation of Coenzyme Q 0 through oxidation of commercially available 3,4,5trimethoxytoluene (1) with the oxidant-hydrogen peroxide (H 2 O 2 ) system. Among metal catalysts applied were potassiumhexacyanoferrate(III) K 3 Fe(CN) 6 [6], methyltrioxorhenium (CH 3 ReO 3 ) [7], ruthenium complex-bound norvaline [8] and γ-Keggin divanadium-substituted phosphotungstate [9]. Recently, Bjørsvik et al utilized hydrogen peroxide in combination with mineral acids (HNO 3 ) [10] to produce CoQ 0 , which imposed practical problems related to reactor corrosion and safety risks.…”
Section: Fig 1 Structures Of Coq 10 and Coqmentioning
confidence: 99%
“…Therefore, a method for the direct synthesis from abundant phenols is desirable. 20 In order to perform the challenging dearomative reaction in acceptable yields, current state-of-the-art synthesis still resorts to stoichiometric amounts of problematic inorganic oxidizers [21][22][23][24][25] or specialized noble catalysts 20,[26][27][28][29] contributing to the growing strain on the environment through generation of stoichiometric amounts of reagent waste and depletion of scarce resources. The growing environmental consciousness has led to the demand for a novel access to quinones, that satisfies the principles of green chemistry without suffering from diminished synthetic utility.…”
Section: Introductionmentioning
confidence: 99%