Mechanistic insights into the Knoevenagel condensation reaction over ZnO catalysts: Direct observation of surface intermediates using in situ FTIR

doi:10.1016/j.jcat.2018.10.039

	Mechanistic insights into the Knoevenagel condensation reaction over ZnO catalysts: Direct observation of surface intermediates using in situ FTIR
	Li, Jerry P. H.1,2 ; Kennedy, Eric M.1; Adesina, Adesoji A.3; Stockenhuber, Michael 1
	2019-01
发表期刊	JOURNAL OF CATALYSIS (IF:6.5[JCR-2023],7.0[5-Year])
ISSN	0021-9517
卷号	369 页码:157-167
发表状态	已发表
DOI	10.1016/j.jcat.2018.10.039
摘要	Liquid phase Knoevenagel condensation of benzaldehyde and ethyl cyanoacetate was studied over ZnO under solvent-free conditions. An induction period of approximately 1 h was observed, the duration of which is dependent on the pre-treatment method adopted for the catalyst and whether the catalyst was exposed to either ethyl cyanoacetate or benzaldehyde prior to reaction. In-situ infra-red experiments show that the adsorption of ethyl cyanoacetate on ZnO results in the formation of an enol intermediate, while the adsorption of benzaldehyde on ZnO results in the formation of an acetal-type intermediate. A proposed reaction mechanism comprises the formation of ethyl trans-alpha-cyanocinnamate as a reaction intermediate. The key step in the reaction involves interaction between the acetal and the enol species. The induction period arises as a consequence of the formation and relative stability of the surface O-H groups from the reactants when the reagents adsorb on the ZnO surface. (C) 2018 Elsevier Inc. All rights reserved.
关键词	ZnO Knoevenagel condensation Induction period Acetal Enolate Autocatalysis
收录类别	EI ; SCIE ; SCI
语种	英语
资助项目	University of Newcastle Australia[]
WOS研究方向	Chemistry ; Engineering
WOS类目	Chemistry, Physical ; Engineering, Chemical
WOS记录号	WOS:000460711700016
出版者	ACADEMIC PRESS INC ELSEVIER SCIENCE
EI入藏号	20184706112440
EI主题词	Catalysts ; Condensation ; II-VI semiconductors ; Reaction intermediates ; Zinc oxide
EI分类号	Chemical Reactions:802.2 ; Chemical Operations:802.3 ; Chemical Products Generally:804 ; Inorganic Compounds:804.2
WOS关键词	KETO-ENOL-TAUTOMERISM ; VIBRATIONAL-SPECTRA ; HETEROGENEOUS CATALYSIS ; CARBON-DIOXIDE ; OXIDE ; ACID ; RAMAN ; ACETONITRILE ; SPECTROSCOPY ; BENZALDEHYDE
原始文献类型	Article
引用统计	正在获取...
文献类型	期刊论文
条目标识符	https://kms.shanghaitech.edu.cn/handle/2MSLDSTB/28738
专题	物质科学与技术学院物质科学与技术学院_PI研究组_杨永组
通讯作者	Stockenhuber, Michael
作者单位	1.Univ Newcastle, Sch Engn, Catalysis Res Lab, Prior Res Ctr Energy,Chem Engn, Callaghan Campus, Callaghan, NSW 2308, Australia 2.ShanghaiTech Univ, Sch Phys Sci & Technol, 100 Haike Rd, Shanghai, Peoples R China 3.ATODATECH LLC, Pasadena, CA 91101 USA
第一作者单位	物质科学与技术学院
推荐引用方式 GB/T 7714	Li, Jerry P. H.,Kennedy, Eric M.,Adesina, Adesoji A.,et al. Mechanistic insights into the Knoevenagel condensation reaction over ZnO catalysts: Direct observation of surface intermediates using in situ FTIR[J]. JOURNAL OF CATALYSIS,2019,369:157-167.
APA	Li, Jerry P. H.,Kennedy, Eric M.,Adesina, Adesoji A.,&Stockenhuber, Michael.(2019).Mechanistic insights into the Knoevenagel condensation reaction over ZnO catalysts: Direct observation of surface intermediates using in situ FTIR.JOURNAL OF CATALYSIS,369,157-167.
MLA	Li, Jerry P. H.,et al."Mechanistic insights into the Knoevenagel condensation reaction over ZnO catalysts: Direct observation of surface intermediates using in situ FTIR".JOURNAL OF CATALYSIS 369(2019):157-167.