56800-17-0Relevant articles and documents
Investigate cleavage of β-O-4 linkage in lignin model compounds by aerobic oxidation of Cα and Cγ hydroxyl groups
Patil, Nikhil D.,Yan, Ning
supporting information, p. 3024 - 3028 (2016/07/06)
The selective cleavage of common linkages in lignin polymers is a promising approach to generate valuable aromatic hydrocarbons. Herein, we found that on oxidation of Cα and Cγ hydroxyl groups in β-O-4 lignin model compounds with TEMPO catalyst resulted in the formation of 1,3-dicarbonyl TEMPO adduct. These oxidized products readily underwent fragmentation at Cα-Cβ bond in the presence of a catalytic amount of acid to generate corresponding carboxylic acid and phenol monomers.
Transesterification for synthesis of carboxylates using aldehydes as acyl donors via C-H and C-O bond activations
Bao, Yong-Sheng,Chen, Chao-Yue,Huang, Zhi-Zhen
, p. 8344 - 8349,6 (2020/10/15)
A new type of transesterification between aryl, heteroaryl, alkyl N-heteroarene-2-carboxylates and various aldehydes by C-H and C-O bond activations has been developed for the synthesis of versatile carboxylates. A possible mechanism containing oxidative addition of acyl-O bond in parent ester and radical cleavage of sp2 C-H bond in aldehyde is proposed.
Aminolysis of Y-substituted phenyl X-substituted benzoates with piperidine: Effect of nonleaving group substituent
Um, Ik-Hwan,Lee, Ji-Youn,Ko, Seung-Hak,Bae, Sun-Kun
, p. 5800 - 5803 (2007/10/03)
The title reaction has been suggested to proceed through a zwitterionic tetrahedral intermediate with a change in the rate determining step on the basis of the curved Bronsted-type plots obtained. The curvature center of the curved Bronsted-type plots is at pKa = 6.4 regardless of the electronic nature of the substituent X in the benzoyl moiety.