Photocatalytic-controlled olefin isomerization over WO3-x using low-energy photons up to 625 nm

doi:10.1016/S1872-2067(21)63815-9

Chinese Journal of Catalysis ›› 2021, Vol. 42 ›› Issue (10): 1641-1647.DOI: 10.1016/S1872-2067(21)63815-9

• Communications • Previous Articles Next Articles

Photocatalytic-controlled olefin isomerization over WO_3-_x using low-energy photons up to 625 nm

Pengqi Zhu^a^,^b, Yunwei Wang^a^,^b(), Xichen Sun^a^,^c, Jin Zhang^a^,^b, Eric R. Waclawik^d, Zhanfeng Zheng^a^,^b()

^aState Key Laboratory of Coal Conversion, Institute of Coal Chemistry, Chinese Academy of Sciences, Taiyuan 030001, Shanxi, China
^bCenter of Materials Science and Optoelectronics Engineering, University of Chinese Academy of Sciences, Beijing 100049, China
^cCollege of Chemistry and Chemical Engineering, Inner Mongolia University, Hohhot 010021, Inner Mongolia, China
^dSchool of Chemistry & Physics, Science and Engineering Faculty, Queensland University of Technology, Brisbane 4001, Australia

Received:2021-02-05 Accepted:2021-03-23 Online:2021-10-18 Published:2021-06-20
Contact: Yunwei Wang,Zhanfeng Zheng
Supported by:
National Natural Science Foundation of China(21773284);National Natural Science Foundation of China(22072176);Hundred Talents Program of the Chinese Academy of Sciences and Shanxi Province

Abstract

Abstract:

WO_3-x (W-1) was used to achieve controllable photoisomerization of linear olefins without substituents under 625 nm light irradiation. Thermodynamic and kinetic isomers were obtained by regulating the carbon chain length of the olefins. Terminal olefins were converted into isomerized products, and the internal olefin mixtures present in petroleum derivatives were transformed into valuable pure olefin products. Oxygen vacancies (OVs) in W-1 altered the electronic structure of W-1 to improve its light-harvesting ability, which accounted for the high activity of olefin isomerization under light irradiation up to 625 nm. Additionally, OVs on the W-1 surface generated unsaturated W⁵⁺ sites that coordinated with olefins for the efficient adsorption and activation of olefins. Mechanistic studies reveal that the in situ formation of surface π-complexes and π-allylic W intermediates originating from the coordination of coordinated unsaturated W⁵⁺ sites and olefins ensure high photocatalytic activity and selectivity of W-1 for the photocatalytic isomerization of olefins via a radical mechanism.

Key words: W oxide, Oxygen vacancy, Photocatalysis, Olefin, Isomerization

Pengqi Zhu, Yunwei Wang, Xichen Sun, Jin Zhang, Eric R. Waclawik, Zhanfeng Zheng. Photocatalytic-controlled olefin isomerization over WO_3-_x using low-energy photons up to 625 nm[J]. Chinese Journal of Catalysis, 2021, 42(10): 1641-1647.

×
share this article

Add to citation manager EndNote|Ris|BibTeX

URL: https://www.cjcatal.com/EN/10.1016/S1872-2067(21)63815-9

https://www.cjcatal.com/EN/Y2021/V42/I10/1641

Figures/Tables 5

Scheme 1. Different routes for the catalytic isomerization of olefins.

Table 1 Photocatalytic isomerization of selected olefins over W-1.

Entry	Conv. ^a (%)	Sel. ^a (%)
1	99.4	75.5
1	99.4	23.9
2	87.4	48.9
2	87.4	26.7
3	56.8	77.0
3	56.8	23.0
4	97.1	65.7
4	97.1	34.3
5	99.9	46.0
5	99.9	30.1
6	49.9	8.6
6	49.9	8.3

Fig. 1. Photocatalytic performance. Influence of light intensity (a) and wavelength (b) on the photocatalytic isomerization of 1-decene over W-1; (c) Time profile of the photocatalytic isomerization of 1-decene over W-1; (d) Performance of various W oxides with different oxygen vacancy concentrations for the photocatalytic isomerization of 1-decene.

Fig. 2. Characterization of oxygen vacancies. (a) XRD patterns; (b) DR UV-vis spectra; (c) W 4f XPS spectra; (d) O 1s XPS spectra of W-1, W-2, W-3, and W-4.

Fig. 3. Reaction mechanism. (a) In situ DRIFT spectra of 1-octene adsorption (i), reaction was performed in the dark for 10 min (ii) and under light irradiation for 4, 8, 12, and 20 min (iii-vi) over W-1; (b) Schematic of the band structure of W-1; (c) Proposed mechanism for photocatalytic olefin isomerization over W-1.

References

[1]	A. Vasseur, J. Bruffaerts, I. Marek, Nat. Chem., 2016,8, 209-219.
[2]	M. Hassam, A. Taher, G. E. Arnott, I. R. Green, W. A, L. van Otterlo, Chem. Rev., 2015,115, 5462-5569.
[3]	A. Srikrishna, G. Satyanarayana, Tetrahedron, 2006,62, 2892-2900.
[4]	T. Fukuyama, S. D. Linton, M. M. Tun, Tetrahedron Lett., 1990,31, 5989-5992.
[5]	D. Kishore, S. Kannan, Green Chem., 2002,4, 607-610.
[6]	J. Engel, W. Smit, M. Foscato, G. Occhipinti, K. W. Tornroos, V. R. Jensen, J. Am. Chem. Soc., 2017,139, 16609-16619.
[7]	Y. Wang, C. Qin, X. Jia, X. Leng, Z. Huang, Angew. Chem. Int. Ed., 2017,56, 1614-1618.
[8]	J. Zhao, B. Cheng, C. Chen, Z. Lu, Org. Lett., 2020,22, 837-841.
[9]	D. Meng, Q. Zhu, Y. Wei, S. Zhen, R. Duan, C. Chen, W. Song, J. Zhao, Chin. J. Catal., 2020,41, 1474-1479.
[10]	H. Xu, J. L. Shi, S. Lyu, X. Lang, Chin. J. Catal., 2020,41, 1468-1473.
[11]	Q. Yu, J. Chen, Y. Li, M. Wen, H. Liu, G. Li, T. An, Chin. J. Catal., 2020,41, 1603-1612.
[12]	A. Elhage, A. E. Lanterna, J. C. Scaiano, ACS Catal., 2017,7, 250-255.
[13]	H. Yonezawa, S. Tashiro, T. Shiraogawa, M. Ehara, R. Shimada, T. Ozawa, M. Shionoya, J. Am. Chem. Soc., 2018,140, 16610-16614.
[14]	Q. Y. Meng, T. E. Schirmer, K. Katou, B. König, Angew. Chem. Int. Ed., 2019,58, 5723-5728.
[15]	F. Julia-Hernandez, T. Moragas, J. Cornella, R. Martin, Nature, 2017,545, 84-88.
[16]	A. Agrawal, S. H. Cho, O. Zandi, S. Ghosh, R. W. Johns, D. J. Milliron, Chem. Rev., 2018,118, 3121-3207.
[17]	N. Zhang, C. Gao, Y. Xiong, J. Energy Chem., 2019,37, 43-57.
[18]	G. Xi, S. Ouyang, P. Li, J. Ye, Q. Ma, N. Su, H. Bai, C. Wang, Angew. Chem. Int. Ed., 2012,51, 2395-2399.
[19]	C. Sotelo-Vazquez, R. Quesada-Cabrera, M. Ling, D. O. Scanlon, A. Kafizas, P. K. Thakur, T. L. Lee, A. Taylor, G. W. Watson, R. G. Palgrave, J. R. Durrant, C. S. Blackman, I. P. Parkin, Adv. Funct. Mater., 2017,27, 1605413.
[20]	A. Jelinska, K. Bienkowski, M. Jadwiszczak, M. Pisarek, M. Strawski, D. Kurzydlowski, R. Solarska, J. Augustynski, ACS Catal., 2018,8, 10573-10580.
[21]	C. C. Chang, W. C. Conner, R. J. Kokes, J. Phys. Chem., 1973,77, 1957-1964.
[22]	S. Meijers, L. H. Gielgens, V. Ponec, J. Catal., 1995,156, 147-153.
[23]	J. Ng, S. Xu, X. Zhang, H. Y. Yang, D. D. Sun, Adv. Funct. Mater., 2010,20, 4287-4294.
[24]	N. Zhang, A. Jalil, D. Wu, S. Chen, Y. Liu, C. Gao, W. Ye, Z. Qi, H. Ju, C. Wang, X. Wu, L. Song, J. Zhu, Y. Xiong, J. Am. Chem. Soc., 2018,140, 9434-9443.

Photocatalytic-controlled olefin isomerization over WO_3-_x using low-energy photons up to 625 nm

RichHTML

PDF (PC)

Knowledge

Supporting Information

Abstract

Cite this article

share this article

share this article

Figures/Tables 5

References

Related Articles 0

Recommended Articles

Metrics