7510-54-5Relevant articles and documents
Hydrogen-bond-assisted transition-metal-free catalytic transformation of amides to esters
Huang, Changyu,Li, Jinpeng,Wang, Jiaquan,Zheng, Qingshu,Li, Zhenhua,Tu, Tao
, p. 66 - 71 (2020/11/18)
The amide C-N cleavage has drawn a broad interest in synthetic chemistry, biological process and pharmaceutical industry. Transition-metal, luxury ligand or excess base were always vital to the transformation. Here, we developed a transition-metal-free hydrogen-bond-assisted esterification of amides with only catalytic amount of base. The proposed crucial role of hydrogen bonding for assisting esterification was supported by control experiments, density functional theory (DFT) calculations and kinetic studies. Besides broad substrate scopes and excellent functional groups tolerance, this base-catalyzed protocol complements the conventional transition-metal-catalyzed esterification of amides and provides a new pathway to catalytic cleavage of amide C-N bonds for organic synthesis and pharmaceutical industry. [Figure not available: see fulltext.]
Construction of divergent anthracene arrays within dendritic frameworks
Takahashi, Masaki,Morimoto, Hironao,Suzuki, Yousuke,Yamashita, Mitsuji,Kawai, Hideki,Sei, Yoshihisa,Yamaguchi, Kentaro
, p. 3065 - 3074 (2007/10/03)
This publication presents simple methodologies for construction of divergent anthracene arrays either within structural interior or at peripheral positions of dendritic frameworks. The synthetic approaches employed multiple coupling reactions between two types of 10-functionalized 9-anthryl chlorides and two types of polyphenolic linkers, resulting in four types of dendritic architectures. Successful implementation of the syntheses was confirmed by a range of spectroscopies along with elemental analyses and size exclusion chromatography studies. The resulting dendritic molecules showed a range of solubilities in chloroform fairly affected by the dendritic backbone structures. Fluorescence spectroscopic experiments of the multichromophoric dendritic systems indicated pronounced energy delocalization functionalities via an energy migration within the branched molecular frameworks as expressed in reduced fluorescence quantum yields and complex emission decay profiles.