151541-15-0Relevant articles and documents
Sequential Cleavage of Lignin Systems by Nitrogen Monoxide and Hydrazine
Altmann, Lisa-Marie,Heinrich, Markus R.,Hofmann, Dagmar,Hofmann, Laura Elena,Prusko, Lea
, (2020/03/27)
The cleavage of representative lignin systems has been achieved in a metal-free two-step sequence first employing nitrogen monoxide for oxidation followed by hydrazine for reductive C?O bond scission. In combining nitrogen monoxide and lignin, the newly developed valorization strategy shows the particular feature of starting from two waste materials, and it further exploits the attractive conditions of a Wolff-Kishner reduction for C?O bond cleavage for the first time. (Figure presented.).
Chemoselective metal-free aerobic alcohol oxidation in lignin
Rahimi, Alireza,Azarpira, Ali,Kim, Hoon,Ralph, John,Stahl, Shannon S.
, p. 6415 - 6418 (2013/06/05)
An efficient organocatalytic method for chemoselective aerobic oxidation of secondary benzylic alcohols within lignin model compounds has been identified. Extension to selective oxidation in natural lignins has also been demonstrated. The optimal catalyst system consists of 4-acetamido-TEMPO (5 mol %; TEMPO = 2,2,6,6-tetramethylpiperidine-N-oxyl) in combination with HNO3 and HCl (10 mol % each). Preliminary studies highlight the prospect of combining this method with a subsequent oxidation step to achieve C-C bond cleavage.
Cross-coupling of hydroxycinnamyl aldehydes into lignins
Kim, Hoon,Ralph, John,Yahiaoui, Nabila,Pean, Michel,Boudet, Alain-M.
, p. 2197 - 2200 (2007/10/03)
(equation presented) Pathways for hydroxycinnamyl aldehyde incorporation into lignins are revealed by examining transgenic plants deficient in cinnamyl alcohol dehydrogenase, the enzyme that converts hydroxycinnamyl aldehydes to the hydroxycinnamyl alcoho