5320-75-2Relevant articles and documents
Synthesis of cinnamyl benzoate over novel heteropoly acid encapsulated ZIF-8
Malkar, Radhika S.,Yadav, Ganapati D.
, p. 54 - 65 (2018)
ZIF-8 is a zeolitic imidazolate framework which is a subclass of metal organic framework (MOF). ZIF-8 is the emerging class of MOF with various applications. Dodecatungstophosphoric acid (DTP) encapsulated ZIF-8 was prepared first time using bottle around the ship strategy. This approach covers ZIF-8 synthesis along with DTP encapsulation in one pot synthesis. The synthesized catalyst shows highest catalytic activity for esterification reaction of benzoic anhydride with cinnamyl alcohol to form cinnamyl benzoate. Heterogeneous catalytic synthesis of cinnamyl benzoate with complete reaction kinetics is presented here for the first time. Cinnamyl benzoate is a famous perfumery and flavoring agent and GRAS listed food additive molecule. Catalyst preparation method is simple, rapid and can be done at room temperature using water as a solvent. DTP@ZIF-8 shows sodalite like structure and it was confirmed by applying several characterization techniques like SEM, TEM, XRD, BET, FTIR, TGA and ammonia-TPD. Duration of DTP@ZIF-8 crystal formation was studied and optimized up to 12 h. Catalyst is thermally stable up to 400 °C and showed reusability for 3 cycles. Reaction kinetics was studied with best fit of Eley-Rideal mechanism.
Photochemical Activation of Aromatic Aldehydes: Synthesis of Amides, Hydroxamic Acids and Esters
Nikitas, Nikolaos F.,Apostolopoulou, Mary K.,Skolia, Elpida,Tsoukaki, Anna,Kokotos, Christoforos G.
supporting information, p. 7915 - 7922 (2021/05/03)
A cheap, facile and metal-free photochemical protocol for the activation of aromatic aldehydes has been developed. Utilizing thioxanthen-9-one as the photocatalyst and cheap household lamps as the light source, a variety of aromatic aldehydes have been activated and subsequently converted in a one-pot reaction into amides, hydroxamic acids and esters in good to high yields. The applicability of this method was highlighted in the synthesis of Moclobemide, a drug against depression and social anxiety. Extended and detailed mechanistic studies have been conducted, in order to determine a plausible mechanism for the reaction.
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.]
Catalytic conversion of ketones to esters: Via C(O)-C bond cleavage under transition-metal free conditions
Subaramanian, Murugan,Ramar, Palmurukan M.,Rana, Jagannath,Gupta, Virendra Kumar,Balaraman, Ekambaram
supporting information, p. 8143 - 8146 (2020/09/09)
The catalytic conversion of ketones to esters via C(O)-C bond cleavage under transition-metal free conditions is reported. This catalytic process proceeds under solvent-free conditions and offers an easy operational procedure, broad substrate scope with excellent selectivity, and reaction scalability. This journal is