Visible Light Induced Cross-Coupling Hydrogen Evolution Reactions
- Corresponding author: Wu Li-Zhu, lzwu@mail.ipc.ac.cn
Citation: Zhong Jian-Ji, Meng Qing-Yuan, Chen Bin, Tung Chen-Ho, Wu Li-Zhu. Visible Light Induced Cross-Coupling Hydrogen Evolution Reactions[J]. Acta Chimica Sinica, ;2017, 75(1): 34-40. doi: 10.6023/A16090491
Miyaura, N.; Yamada, K.; Suzuki, A. Tetrahedron Lett. 1979, 20, 3437.
doi: 10.1016/S0040-4039(01)95429-2
Negishi, E.; Takahashi, T.; Baba, S.; Van Horn, D. E.; Okukado, N. J. Am. Chem. Soc. 1987, 109, 2393.
doi: 10.1021/ja00242a024
Beletskaya, I. P.; Cheprakov, A. V. Chem. Rev. 2000, 100, 3009.
doi: 10.1021/cr9903048
Zhang, W.; Dai, J.; Xu, H. Chin. J. Org. Chem. 2015, 35, 1820 (in Chinese).
doi: 10.6023/cjoc201503007
Yuan, D.; Zhang, Q.; Liao, S.; Xiong, W.; Yuan, L.; Cai, Q.; Yang, M.; Li, X.; Jiang, Y.; Liu, Y.; Li, P.; Xu, Z.; Sun, P.; Geng, H. Chin. J. Org. Chem. 2015, 35, 961 (in Chinese).
doi: 10.6023/cjoc201407022
Lewis, J. C.; Bergman, R. G.; Ellman, J. A. Acc. Chem. Res. 2008, 41, 1013.
doi: 10.1021/ar800042p
Chen, X.; Engle, K. M.; Wang, D.-H.; Yu, J.-Q. Angew. Chem., Int. Ed. 2009, 48, 5094.
doi: 10.1002/anie.v48:28
Mkhalid, I. A. I.; Barnard, J. H.; Marder, T. B.; Murphy, J. M.; Hartwig, J. F. Chem. Rev. 2010, 110, 890.
doi: 10.1021/cr900206p
Lyons, T. W.; Sanford, M. S. Chem. Rev. 2010, 110, 1147.
doi: 10.1021/cr900184e
Liu, C.; Zhang, H.; Shi, W.; Lei, A. Chem. Rev. 2011, 111, 1780.
doi: 10.1021/cr100379j
Sun, C.-L.; Li, B.-J.; Shi, Z.-J. Chem. Rev. 2011, 111, 1293.
doi: 10.1021/cr100198w
Lu, Q.; Yi, H.; Lei, A. Acta Chim. Sinica 2015, 73, 1245 (in Chinese).
doi: 10.6023/A14120888
Jia, C.; Kitamura, T.; Fujiwara, Y. Acc. Chem. Res. 2001, 34, 633.
doi: 10.1021/ar000209h
Murahashi, S.-I.; Komiya, N.; Terai, H.; Nakae, T. J. Am. Chem. Soc. 2003, 125, 15312.
doi: 10.1021/ja0390303
Li, C.-J. Acc. Chem. Res. 2009, 42, 335.
doi: 10.1021/ar800164n
Yeung, C. S.; Dong, V. M. Chem. Rev. 2011, 111, 1215.
doi: 10.1021/cr100280d
Girard, S. A.; Knauber, T.; Li, C. J. Angew. Chem., Int. Ed. 2014, 53, 74.
doi: 10.1002/anie.v53.1
Ciamician, G. Science 1912, 36, 385.
doi: 10.1126/science.36.926.385
Nicewicz, D. A.; MacMillan, D. W. Science 2008, 322, 77.
doi: 10.1126/science.1161976
Zeitler, K. Angew. Chem., Int. Ed. 2009, 48, 9785.
doi: 10.1002/anie.v48:52
Yoon, T. P.; Ischay, M. A.; Du, J. Nat. Chem. 2010, 2, 527.
doi: 10.1038/nchem.687
Narayanam, J. M.; Stephenson, C. R. Chem. Soc. Rev. 2011, 40, 102.
doi: 10.1039/B913880N
Prier, C. K.; Rankic, D. A.; MacMillan, D. W. C. Chem. Rev. 2013, 113, 5322.
doi: 10.1021/cr300503r
Xuan, J.; Zhang, Z.-G.; Xiao, W.-J. Angew. Chem., Int. Ed. 2015, 54, 15632.
doi: 10.1002/anie.201505731
Ghosh, I.; Marzo, L.; Das, A.; Shaikh, R.; König, B. Acc. Chem. Res. 2016, 49, 1566.
doi: 10.1021/acs.accounts.6b00229
Zuo, X.; Wu, W.; Su, W. Acta Chim. Sinica 2015, 73, 1298 (in Chinese).
doi: 10.6023/A15040284
Lin, Q.; Chu, L.; Qing, F.-L. Chin. J. Chem. 2013, 31, 885.
doi: 10.1002/cjoc.v31.7
Meng, Q. Y.; Zhong, J. J.; Liu, Q.; Gao, X. W.; Zhang, H. H.; Lei, T.; Li, Z. J.; Feng, K.; Chen, B.; Tung, C. H.; Wu, L. Z. J. Am. Chem. Soc. 2013, 135, 19052.
doi: 10.1021/ja408486v
Meng, Q.-Y.; Liu, Q.; Zhong, J.-J.; Zhang, H.-H.; Li, Z.-J.; Chen, B.; Tung, C.-H.; Wu, L.-Z. Org. Lett. 2012, 14, 5992.
doi: 10.1021/ol3028785
Li, X.-B.; Li, Z.-J.; Gao, Y.-J.; Meng, Q.-Y.; Yu, S.; Weiss, R. G.; Tung, C.-H.; Wu, L.-Z. Angew. Chem., Int. Ed. 2014, 53, 2085.
doi: 10.1002/anie.201310249
Zhong, J. J.; Meng, Q. Y.; Liu, B.; Li, X. B.; Gao, X. W.; Lei, T.; Wu, C. J.; Li, Z. J.; Tung, C. H.; Wu, L. Z. Org. Lett. 2014, 16, 1988.
doi: 10.1021/ol500534w
Gao, X.-W.; Meng, Q.-Y.; Li, J.-X.; Zhong, J.-J.; Lei, T.; Li, X.-B.; Tung, C.-H.; Wu, L.-Z. ACS Catal. 2015, 5, 2391.
doi: 10.1021/acscatal.5b00093
Xiang, M.; Meng, Q.-Y.; Li, J.-X.; Zheng, Y.-W.; Ye, C.; Li, Z.-J.; Chen, B.; Tung, C.-H.; Wu, L.-Z. Chem. Eur. J. 2015, 21, 18080.
doi: 10.1002/chem.201503361
Wu, C.-J.; Meng, Q.-Y.; Lei, T.; Zhong, J.-J.; Liu, W.-Q.; Zhao, L.-M.; Li, Z.-J.; Chen, B.; Tung, C.-H.; Wu, L.-Z. ACS Catal. 2016, 4635.
Zhang, G.; Liu, C.; Yi, H.; Meng, Q.; Bian, C.; Chen, H.; Jian, J.-X.; Wu, L.-Z.; Lei, A. J. Am. Chem. Soc. 2015, 137, 9273.
doi: 10.1021/jacs.5b05665
Zhang, G.; Zhang, L.; Yi, H.; Luo, Y.; Qi, X.; Tung, C.-H.; Wu, L.-Z.; Lei, A. Chem. Commun. 2016, 52, 10407.
doi: 10.1039/C6CC04109D
Luo, K.; Chen, Y.-Z.; Yang, W.-C.; Zhu, J.; Wu, L. Org. Lett. 2016, 18, 452.
doi: 10.1021/acs.orglett.5b03497
Zhang, G.; Hu, X.; Chiang, C. W.; Yi, H.; Pei, P.; Singh, A. K.; Lei, A. J. Am. Chem. Soc. 2016, 138, 12037.
doi: 10.1021/jacs.6b07411
Zheng, Y.-W.; Chen, B.; Ye, P.; Feng, K.; Wang, W.; Meng, Q.-Y.; Wu, L.-Z.; Tung, C.-H. J. Am. Chem. Soc. 2016, 138, 10080.
doi: 10.1021/jacs.6b05498
Yurong Tang , Yunren Shi , Yi Xu , Bo Qin , Yanqin Xu , Yunfei Cai . Innovative Experiment and Course Transformation Practice of Visible-Light-Mediated Photocatalytic Synthesis of Isoquinolinone. University Chemistry, 2024, 39(5): 296-306. doi: 10.3866/PKU.DXHX202311087
Huan LI , Shengyan WANG , Long Zhang , Yue CAO , Xiaohan YANG , Ziliang WANG , Wenjuan ZHU , Wenlei ZHU , Yang ZHOU . Growth mechanisms and application potentials of magic-size clusters of groups Ⅱ-Ⅵ semiconductors. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1425-1441. doi: 10.11862/CJIC.20240088
Bo YANG , Gongxuan LÜ , Jiantai MA . Nickel phosphide modified phosphorus doped gallium oxide for visible light photocatalytic water splitting to hydrogen. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 736-750. doi: 10.11862/CJIC.20230346
Jie Li , Huida Qian , Deyang Pan , Wenjing Wang , Daliang Zhu , Zhongxue Fang . Efficient Synthesis of Anethaldehyde Induced by Visible Light. University Chemistry, 2024, 39(4): 343-350. doi: 10.3866/PKU.DXHX202310076
Zhen Yao , Bing Lin , Youping Tian , Tao Li , Wenhui Zhang , Xiongwei Liu , Wude Yang . Visible-Light-Mediated One-Pot Synthesis of Secondary Amines and Mechanistic Exploration. University Chemistry, 2024, 39(5): 201-208. doi: 10.3866/PKU.DXHX202311033
Minna Ma , Yujin Ouyang , Yuan Wu , Mingwei Yuan , Lijuan Yang . Green Synthesis of Medical Chemiluminescence Reagents by Photocatalytic Oxidation. University Chemistry, 2024, 39(5): 134-143. doi: 10.3866/PKU.DXHX202310093
Bing LIU , Huang ZHANG , Hongliang HAN , Changwen HU , Yinglei ZHANG . Visible light degradation of methylene blue from water by triangle Au@TiO2 mesoporous catalyst. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 941-952. doi: 10.11862/CJIC.20230398
Jiaming Xu , Yu Xiang , Weisheng Lin , Zhiwei Miao . Research Progress in the Synthesis of Cyclic Organic Compounds Using Bimetallic Relay Catalytic Strategies. University Chemistry, 2024, 39(3): 239-257. doi: 10.3866/PKU.DXHX202309093
Wei Zhong , Dan Zheng , Yuanxin Ou , Aiyun Meng , Yaorong Su . K原子掺杂高度面间结晶的g-C3N4光催化剂及其高效H2O2光合成. Acta Physico-Chimica Sinica, 2024, 40(11): 2406005-. doi: 10.3866/PKU.WHXB202406005
Guoxian Zhu , Jing Chen , Rongkai Pan . Enhancing the Teaching Quality of Atomic Structure: Insights and Strategies. University Chemistry, 2024, 39(3): 376-383. doi: 10.3866/PKU.DXHX202305027
Renxiao Liang , Zhe Zhong , Zhangling Jin , Lijuan Shi , Yixia Jia . A Palladium/Chiral Phosphoric Acid Relay Catalysis for the One-Pot Three-Step Synthesis of Chiral Tetrahydroquinoline. University Chemistry, 2024, 39(5): 209-217. doi: 10.3866/PKU.DXHX202311024
Xinyu Zhu , Meili Pang . Application of Functional Group Addition Strategy in Organic Synthesis. University Chemistry, 2024, 39(3): 218-230. doi: 10.3866/PKU.DXHX202308106
Tao Cao , Fang Fang , Nianguang Li , Yinan Zhang , Qichen Zhan . Green Synthesis of p-Hydroxybenzonitrile Catalyzed by Spinach Extracts under Red-Light Irradiation: Research and Exploration of Innovative Experiments for Pharmacy Undergraduates. University Chemistry, 2024, 39(5): 63-69. doi: 10.3866/PKU.DXHX202309098
Yue Zhao , Yanfei Li , Tao Xiong . Copper Hydride-Catalyzed Nucleophilic Additions of Unsaturated Hydrocarbons to Aldehydes and Ketones. University Chemistry, 2024, 39(4): 280-285. doi: 10.3866/PKU.DXHX202309001
Liangzhen Hu , Li Ni , Ziyi Liu , Xiaohui Zhang , Bo Qin , Yan Xiong . A Green Chemistry Experiment on Electrochemical Synthesis of Benzophenone. University Chemistry, 2024, 39(6): 350-356. doi: 10.3866/PKU.DXHX202312001
Yinwu Su , Xuanwen Zheng , Jianghui Du , Boda Li , Tao Wang , Zhiyan Huang . Green Synthesis of 1,3-Dibromoacetone Using Halogen Exchange Method: Recommending a Basic Organic Synthesis Teaching Experiment. University Chemistry, 2024, 39(5): 307-314. doi: 10.3866/PKU.DXHX202311092
Bingliang Li , Yuying Han , Dianyang Li , Dandan Liu , Wenbin Shang . One-Step Synthesis of Benorilate Guided by Green Chemistry Principles and in vivo Dynamic Evaluation. University Chemistry, 2024, 39(6): 342-349. doi: 10.3866/PKU.DXHX202311070
Jianyin He , Liuyun Chen , Xinling Xie , Zuzeng Qin , Hongbing Ji , Tongming Su . ZnCoP/CdLa2S4肖特基异质结的构建促进光催化产氢. Acta Physico-Chimica Sinica, 2024, 40(11): 2404030-. doi: 10.3866/PKU.WHXB202404030
Wenxiu Yang , Jinfeng Zhang , Quanlong Xu , Yun Yang , Lijie Zhang . Bimetallic AuCu Alloy Decorated Covalent Organic Frameworks for Efficient Photocatalytic Hydrogen Production. Acta Physico-Chimica Sinica, 2024, 40(10): 2312014-. doi: 10.3866/PKU.WHXB202312014
Juan WANG , Zhongqiu WANG , Qin SHANG , Guohong WANG , Jinmao LI . NiS and Pt as dual co-catalysts for the enhanced photocatalytic H2 production activity of BaTiO3 nanofibers. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1719-1730. doi: 10.11862/CJIC.20240102