Steric effects of a homogeneous CuCl2/solvent system for photocatalytic selective oxidation of benzyl alcohol
New Journal of Chemistry Pub Date: 2022-06-15 DOI: 10.1039/D2NJ02728C
Abstract
Homogeneous catalytic conversion of benzyl alcohol into benzaldehyde has been widely reported, but the selectivity may be limited due to the overoxidation of benzaldehyde in the presence of benzyl alcohol. Importantly, such overoxidation reaction mechanism in a homogeneous reaction system is still elusive. In this work, the homogeneous CuCl2/solvents system was used as a model system to explore the difference between the ideal system and the homogeneous system for the selective oxidation of benzyl alcohol to benzaldehyde and the autoxidation of benzaldehyde to benzoic acid. It was found that sterically hindered solvents (ligands) cause a switch of the catalytic performance of the CuCl2/solvents photocatalytic system towards oxidation of benzyl alcohol. Within the environment of the copper complex, sterically hindered solvents as scaffolds provide more probability of collision and interaction between the copper complex and benzyl alcohol by blocking the produced benzaldehyde, which gives a high yield of benzaldehyde.
Recommended Literature
- [1] An amino group functionalized metal–organic framework as a luminescent probe for highly selective sensing of Fe3+ ions? Zhonghua Xiang,Chuanqi Fang,Sanhua Leng,Dapeng CaoJ. Mater. Chem. A, 2014,2, 7662-7665 10.1039/C4TA00313F
- [2] An anti-ultrasonic-stripping effect in confined micro/nanoscale cavities and its applications for efficient multiscale metallic patterning? Quan Xiang,Yiqin Chen,Zhiqin Li,Kaixi Bi,Guanhua Zhang,Huigao DuanNanoscale, 2016,8, 19541-19550 10.1039/C6NR07585A
- [3] An approach to the structure and vibrational analysis of cis- and trans-3-chlorostyrene through IR/Raman and INS spectroscopies and theoretical ab initio/DFT calculations? J. M. Granadino-Roldán,M. Fernández-Gómez,A. Navarro,T. Pe?a Ruiz,U. A. JayasooriyaPhys. Chem. Chem. Phys., 2004,6, 1133-1143 10.1039/B314243D
- [4] An Aptamer Bio-barCode (ABC) assay using SPR, RNase H, and probes with RNA and gold-nanorods for anti-cancer drug screening Chengbin Yang,Hing Lun Tsang,Pui Man Lau,Ken-Tye Yong,Ho Pui Ho,Siu Kai KongAnalyst, 2017,142, 3579-3587 10.1039/C7AN01026E
- [5] An all-solid-state imprinted polymer-based potentiometric sensor for determination of bisphenol S? Rongning Liang,Tanji Yin,Ruiqing Yao,Wei QinRSC Adv., 2016,6, 73308-73312 10.1039/C6RA14461F
- [6] Aluminium alkyl and aryloxide complexes of pyrazine and bipyridines: synthesis and structure? Doug Ogrin,Laura H. van Poppel,Simon G. Bott,Andrew R. BarronDalton Trans., 2004, 3689-3694 10.1039/B410662H
- [7] An amorphous lanthanum–iridium solid solution with an open structure for efficient water splitting? Wei Sun,Chenglong Ma,Xinlong Tian,Jianjun Liao,Ji Yang,Chengjun Ge,Weiwei HuangJ. Mater. Chem. A, 2020,8, 12518-12525 10.1039/D0TA03351K
- [8] An algal process treatment combined with the Fenton reaction for high concentrations of amoxicillin and cefradine Haitao Li,Yu Pan,Zhizhi Wang,Shan Chen,Ruixin Guo,Jianqiu ChenRSC Adv., 2015,5, 100775-100782 10.1039/C5RA21508K
- [9] Acenaphthenic hopanoids, a novel series of aromatised Teresita Carrillo-Hernández,Philippe Schaeffer,Pierre AlbrechtChem. Commun., 2001, 1976-1977 10.1039/B105198A
- [10] An automatic determination of thoria in thoria-urania mixtures Analyst, 1966,91, 208-210 10.1039/AN9669100208
Journal Name：New Journal of Chemistry
research_products
-
CAS no.: 89640-58-4
![1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol](https://ossimg.kuujia.com/scimg/1271000/1270529-38-8x500.png)
![N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide](https://ossimg.kuujia.com/scimg/1444500/1444113-98-7x500.png)
![2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid](https://ossimg.kuujia.com/scimg/2138500/2138166-62-6x500.png)
![2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide](https://ossimg.kuujia.com/scimg/2034500/2034271-14-0x500.png)