Methylene chain ruler for evaluating the regioselectivity of a substrate-recognising oxidation catalyst

2019 ◽  
Vol 55 (58) ◽  
pp. 8378-8381
Author(s):  
Shota Teramae ◽  
Akane Kito ◽  
Tomoteru Shingaki ◽  
Yu Hamaguchi ◽  
Yuuki Yano ◽  
...  

We designed and synthesised Ru porphyrin 1a as an oxidation catalyst with substrate recognition sites. The 1a catalysed oxidation of substrate 7 selectively oxidised the central position of the methylene chain, affording ketone 8 as the major product.

Biochemistry ◽  
2004 ◽  
Vol 43 (24) ◽  
pp. 7834-7842 ◽  
Author(s):  
Oranun Kerdpin ◽  
David J. Elliot ◽  
Sanford L. Boye ◽  
Donald J. Birkett ◽  
Krongtong Yoovathaworn ◽  
...  

Carbon ◽  
2018 ◽  
Vol 127 ◽  
pp. 667-675 ◽  
Author(s):  
Dongfang Ma ◽  
Xuan-Yu Meng ◽  
David R. Bell ◽  
Shengtang Liu ◽  
Ruhong Zhou

Holzforschung ◽  
2002 ◽  
Vol 56 (6) ◽  
pp. 601-606 ◽  
Author(s):  
V. Sippola ◽  
T.-R. Viljava ◽  
K. Vilonen ◽  
O. Krause

Summary 4-Ethylguaiacol is a phenolic model compound used to study the oxidation of lignin. A new method was developed to determine 4,4′-diethyl-6,6′-biguaiacol, an unwanted side-product, in the oxidation of 4-ethylguaiacol. The sample is extracted with ethyl acetate to separate 4,4′-diethyl-6,6′-biguaiacol from the water-soluble oxidation catalyst. No other treatment is required before analysis with a standard UV-Vis spectrophotometer. The spectrophotometer is calibrated to measure concentrations of 4,4′-diethyl-6,6′-biguaiacol up to 0.3 mM. With the new method, the concentrations of 4,4′-diethyl-6,6′-biguaiacol can be reliably determined over a wide alkaline pH range. The performance of the method was demonstrated in experiments investigating the formation of 4,4′-diethyl-6,6′-biguaiacol in the autoxidation and cobalt-sulphosalen catalysed oxidation of 4-ethylguaiacol. In the conditions of the studies (1 bar oxygen pressure and 50°C), a low (0.01 mM) concentration of Co-sulphosalen clearly increased the total conversion of 4-ethylguaiacol. However, relative to autoxidation, the conversions achieved in the presence of the catalyst were just as sensitive to pH, and the yields of the undesired dimeric product, 4,4′-diethyl-6,6′-biguaiacol, were higher.


1993 ◽  
Vol 268 (28) ◽  
pp. 21284-21292
Author(s):  
K.E. Achyuthan ◽  
T.F. Slaughter ◽  
M.A. Santiago ◽  
J.J. Enghild ◽  
C.S. Greenberg

2015 ◽  
Vol 15 (1) ◽  
Author(s):  
Bjørn Dueholm ◽  
Célia Krieger ◽  
Damian Drew ◽  
Alexandre Olry ◽  
Tsunashi Kamo ◽  
...  

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