Heterogeneous Photocatalytic Recycling of FeX
Flow Synthesis
Green Chemistry
Halogenation
Heterogeneous Photocatalysis
Oxidant Free
Journal
Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543
Informations de publication
Date de publication:
05 Jun 2023
05 Jun 2023
Historique:
received:
28
02
2023
medline:
5
4
2023
pubmed:
5
4
2023
entrez:
4
4
2023
Statut:
ppublish
Résumé
Environmental-friendly halogenation of C-H bonds using abundant, non-toxic halogen salts is in high demand in various chemical industries, yet the efficiency and selectivity of laboratory available protocols are far behind the conventional photolytic halogenation process which uses hazardous halogen sources. Here we report an FeX
Identifiants
pubmed: 37013857
doi: 10.1002/anie.202302994
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e202302994Subventions
Organisme : National Natural Science Foundation of China
ID : 21972100
Organisme : Project of Innovation and Entrepreneurship of Jiangsu Province
ID : JSSCRC202010539
Organisme : Suzhou Municipal Science and Technology Bureau
ID : SWY2022001
Organisme : Engineering and Physical Sciences Research Council
ID : EP/T013079/1
Organisme : Canada Excellence Research Chairs, Government of Canada
Informations de copyright
© 2023 Wiley-VCH GmbH.
Références
B. Gál, C. Bucher, N. Z. Burns, Mar. Drugs 2016, 14, 206;
R. Lin, A. P. Amrute, J. Perez-Ramirez, Chem. Rev. 2017, 117, 4182-4247;
I. Saikia, A. J. Borah, P. Phukan, Chem. Rev. 2016, 116, 6837-7042;
F. Zhang, Acta Phys.-Chim. Sin. 2008, 24, 1335-1341.
Y. Nishina, H. Hashimoto, N. Kimura, N. Miyata, T. Fujii, B. Ohtani, J. Takada, RSC Adv. 2012, 2, 6420-6423;
H. Suzuki, Y. Nishina, Bull. Chem. Soc. Jpn. 2017, 90, 74-78;
G. S. Tyndall, J. J. Orlando, T. J. Wallington, J. Sehested, O. J. Nielsen, J. Phys. Chem. 1996, 100, 660-668.
D. Cantillo, C. O. Kappe, React. Chem. Eng. 2017, 2, 7-19;
P. S. Skell, H. N. Baxter, J. Am. Chem. Soc. 1985, 107, 2823-2824;
M. Xiang, C. Zhou, X. L. Yang, B. Chen, C. H. Tung, L. Z. Wu, J. Org. Chem. 2020, 85, 9080-9087;
H. Xin, S. Yang, B. An, Z. An, RSC Adv. 2017, 7, 13467-13472.
A. J. McMillan, M. Sieńkowska, P. Di Lorenzo, G. K. Gransbury, N. F. Chilton, M. Salamone, A. Ruffoni, M. Bietti, D. Leonori, Angew. Chem. Int. Ed. 2021, 60, 7132-7139;
Y. Nishina, B. Ohtani, K. Kikushima, Beilstein J. Org. Chem. 2013, 9, 1663-1667;
D. A. Rogers, R. G. Brown, Z. C. Brandeburg, E. Y. Ko, M. D. Hopkins, G. LeBlanc, A. A. Lamar, ACS Omega 2018, 3, 12868-12877;
V. A. Schmidt, R. K. Quinn, A. T. Brusoe, E. J. Alexanian, J. Am. Chem. Soc. 2014, 136, 14389-14392.
A. Fawcett, M. J. Keller, Z. Herrera, J. F. Hartwig, Angew. Chem. Int. Ed. 2021, 60, 8276-8283;
R. K. Quinn, Z. A. Konst, S. E. Michalak, Y. Schmidt, A. R. Szklarski, A. R. Flores, S. Nam, D. A. Horne, C. D. Vanderwal, E. J. Alexanian, J. Am. Chem. Soc. 2016, 138, 696-702.
I. Ghosh, J. Khamrai, A. Savateev, N. Shlapakov, M. Antonietti, B. König, Science 2019, 365, 360-366;
N. S. Liebov, J. M. Goldberg, N. C. Boaz, N. Coutard, S. E. Kalman, T. Zhuang, J. T. Groves, T. B. Gunnoe, ChemCatChem 2019, 11, 5045-5054.
Y. Çimen, S. Akyüz, H. Türk, New J. Chem. 2015, 39, 3894-3899;
W. Lu, M. Zhao, M. Li, Synthesis 2018, 50, 4933-4939;
M. Zhao, W. Lu, Org. Lett. 2017, 19, 4560-4563;
M. Zhao, W. Lu, Org. Lett. 2018, 20, 5264-5267.
T. Hering, B. Muhldorf, R. Wolf, B. Konig, Angew. Chem. Int. Ed. 2016, 55, 5342-5345;
L. Zhang, X. Hu, Chem. Sci. 2017, 8, 7009-7013.
W. C. Baird, Jr., J. H. Surridge, J. Org. Chem. 1970, 35, 3436-3442;
P. Lian, W. Long, J. Li, Y. Zheng, X. Wan, Angew. Chem. Int. Ed. 2020, 59, 23603-23608;
W. Wu, Z. Fu, X. Wen, Y. Wang, S. Zou, Y. Meng, Y. Liu, S. R. Kirk, D. Yin, Appl. Catal. A 2014, 469, 483-489.
S. Liu, Q. Zhang, X. Tian, S. Fan, J. Huang, A. Whiting, Green Chem. 2018, 20, 4729-4737;
G. B. Shul'pin, A. N. Druzhinina, Mendeleev Commun. 1992, 2, 36-37;
W. Wu, X. He, Z. Fu, Y. Liu, Y. Wang, X. Gong, X. Deng, H. Wu, Y. Zou, N. Yu, D. Yin, J. Catal. 2012, 286, 6-12.
A. Maldotti, G. Varani, A. Molinari, Photochem. Photobiol. Sci. 2006, 5, 993-995.
D. Lv, Y. Li, W. Qiao, D. Zhang, Y. Mai, N. Cai, H. Xiang, Y. Li, H. Niemantsverdriet, W. Hao, R. Su, Appl. Catal. B 2022, 309, 121264;
Y. Sun, Y. Li, Z. Li, D. Zhang, W. Qiao, Y. Li, H. Niemantsverdriet, W. Yin, R. Su, ACS Catal. 2021, 11, 15083-15088;
K. Muralirajan, R. Kancherla, J. A. Bau, M. R. Taksande, M. Qureshi, K. Takanabe, M. Rueping, ACS Catal. 2021, 11, 14772-14780;
A. Takabayashi, F. Kishimoto, H. Tsuchiya, H. Mikami, K. Takanabe, Nanoscale Adv. 2023, 5, 1124-1132;
H. Zhang, Y. Dong, D. Li, G. Wang, Y. Leng, P. Zhang, H. Miao, X. Wu, P. Jiang, Y. Zhu, FlatChem 2021, 26, 100232.
J. Jia, J. Zhang, F. Wang, L. Han, J. Z. Zhou, B. W. Mao, D. Zhan, Chem. Commun. 2015, 51, 17700-17703;
F. Parrino, G. Camera Roda, V. Loddo, L. Palmisano, Angew. Chem. Int. Ed. 2016, 55, 10391-10395;
F. Parrino, G. Camera Roda, V. Loddo, L. Palmisano, J. Catal. 2018, 366, 167-175;
T. Rath, A. Uhrich, A. Luken, G. Zhao, A. Rittermeier, M. Muhler, ChemSusChem 2019, 12, 2725-2731.
Y. Markushyna, C. M. Schusslbauer, T. Ullrich, D. M. Guldi, M. Antonietti, A. Savateev, Angew. Chem. Int. Ed. 2021, 60, 20543-20550;
Y. Markushyna, C. Teutloff, B. Kurpil, D. Cruz, I. Lauermann, Y. Zhao, M. Antonietti, A. Savateev, Appl. Catal. B 2019, 248, 211-217.
Q. Zhang, S. Liu, X. Tian, Y. Liu, S. Fan, B. Huang, A. Whiting, Green Chem. 2022, 24, 384-393.
Z. Luo, Y. Meng, X. Gong, J. Wu, Y. Zhang, L. W. Ye, C. Zhu, Chin. J. Chem. 2020, 38, 173-177.
D. M. Bulman, S. P. Mezyk, C. K. Remucal, Environ. Sci. Technol. 2019, 53, 4450-4459;
H. Selcuk, J. J. Sene, M. V. Zanoni, H. Z. Sarikaya, M. A. Anderson, Chemosphere 2004, 54, 969-974.
I. Chorkendorff, J. W. Niemantsverdriet, Concepts of Modern Catalysis and Kinetics, Wiley, Hoboken, 2003, pp. 401-442.
Q. Wu, J. Ye, W. Qiao, Y. Li, J. W. Niemantsverdriet, E. Richards, F. Pan, R. Su, Appl. Catal. B 2021, 291, 120118.
F. Han, D. Zhang, S. Salli, J. Ye, Y. Li, F. Rosei, X.-D. Wen, H. Niemantsverdriet, E. Richards, R. Su, ACS Catal. 2022, 12, 248-255.
K. Reszka, P. Bilski, R. H. Sik, C. F. Chignell, Free Radical Res. Commun. 1993, 19 Suppl 1, S33-44.
D. Zhang, P. Ren, W. Liu, Y. Li, S. Salli, F. Han, W. Qiao, Y. Liu, Y. Fan, Y. Cui, Y. Shen, E. Richards, X. Wen, M. H. Rummeli, Y. Li, F. Besenbacher, H. Niemantsverdriet, T. Lim, R. Su, Angew. Chem. Int. Ed. 2022, 61, e202204256.
R. Ameta, A. K. Chohadia, A. Jain, P. B. Punjabi in Advanced Oxidation Processes for Waste Water Treatment (Eds.: S. C. Ameta, R. Ameta), Academic Press, New York, 2018, pp. 49-87;
Q. Yi, J. Ji, B. Shen, C. Dong, J. Liu, J. Zhang, M. Xing, Environ. Sci. Technol. 2019, 53, 9725-9733.
Y. Li, P. Ren, D. Zhang, W. Qiao, D. Wang, X. Yang, X. Wen, M. H. Rummeli, H. Niemantsverdriet, J. P. Lewis, F. Besenbacher, H. Xiang, Y. Li, R. Su, ACS Catal. 2021, 11, 4338-4348.
Y. Li, Y. Li, C. Hu, X. Wen, H. Xiang, Y. Li, H. Niemantsverdriet, R. Su, Green Chem. 2022, 24, 7622-7629.