Research on the Tandem Reaction via Chloropalladation/Heck Cross Coupling of o-(Alkynyl)styrenes with Pd/O2
- Corresponding author: Qiu Huihua, qh198511@163.com
	            Citation:
	            
		            Qiu Huihua, Cheng Borui, Huang Yingsi, Chen Cui, Zhou Peng. Research on the Tandem Reaction via Chloropalladation/Heck Cross Coupling of o-(Alkynyl)styrenes with Pd/O2[J]. Chinese Journal of Organic Chemistry,
							;2018, 38(7): 1817-1822.
						
							doi:
								10.6023/cjoc201801030
						
					
				
					 
				
	        
 
	                
				Selected review and examples on chloropalladation, please see: (a) Lu, X. In Handbook of Organopalladium Chemistry for Organic Synthesis, Ed. : Negishi, E., Wiley-Interscience, New York, 2002, Vol. 2, pp. 2267~2288. 
(b) Huang, L. ; Wang Q. ; Liu, X. ; Jiang, H. Angew. Chem., Int. Ed.  2012, 51, 5696. 
(c) Huang, L. ; Wang, Q. ; Wu, W. ; Jiang, H. J. Org. Chem.  2014, 79, 7734. 
(d) Zhang, Z. ; Ouyang, L. ; Wu, W. ; Li, J. ; Zhang, Z. ; Jiang, H. J. Org. Chem.  2014, 79, 10734. 
(e) Sun, N. ; Li, Y. ; Yin, G. ; Jiang, S. Eur. J. Org. Chem.  2013, 2541. 
(f) Zhang, Z. ; Wu, W. ; Liao, J. ; Li, J. ; Jiang, H. Chem. -Eur. J.  2015, 21, 6708. 
(g) Derosa, J. ; Cantu, A. L. ; Boulous, M. N. ; O'Duill, M. L. ; Turnbull, J. L. ; Liu, Z. ; Torre, D. L. T. ; Engle, K. M. J. Am. Chem. Soc.  2017, 139, 5183. 
(h) Li, J. ; Hu, W. ; Li, C. Yang, S. ; Wu, W. ; Jiang, H. Org. Chem. Front.  2017, 4, 373.
				For some selected examples, please see: (a) Citta, A. ; Folda, A. ; Bindoli, A. ; Pigeon, P. ; Top, S. ; Vessières, A. ; Salmain, M. ; Jaouen, G. ; Rigobello, M. P. J. Med. Chem.  2014, 57, 8849. 
(b) Tehfe, M. ; Dumur, F. ; Graff, B. ; Gigmes, D. ; Fouassier, J. ; Lalevée, J. Macromolecules 2013, 46, 3332. 
(c) Mróz, W. ; Villafiorita-Monteleone, F. ; Pasini, M. ; Grisci, G. ; Paolino, M. ; Razzano, V. ; Cappelli, A. ; Botta, C. Mater. Lett.  2015, 142, 197. 
(d) Guerlin, A. ; Dumur, F. ; Dumas, E. ; Miomandre, F. ; Wantz, G. C. ; Mayer, R. Org. Lett.  2010, 12, 2382.
				Selected examples, please see: (a) Mosslemin, M. H. ; Shams, N. ; Esteghamat, H. ; Anaraki-Ardakani, H. Chin. Chem. Lett.  2013, 24, 1095. 
(b) Zhou, F. ; Yang, M. ; Lu, X. Org. Lett.  2009, 11, 1405. 
(c) Bu, X. ; Hong, J. ; Zhou, X. Adv. Synth. Catal.  2011, 353, 2111. 
(d) Jia, X. ; Petrone, D. A. ; Lautens, M. Angew. Chem., Int. Ed.  2012, 51, 9870. 
(e) Zeng, Z. ; Ilies, L. ; Nakamura, E. J. Am. Chem. Soc.  2011, 133, 17638. 
(f) Huang, X. ; Yang, X. ; Song, R. ; Li, J. J. Org. Chem.  2014, 79, 1025.
				Ye, S.; Gao, K.; Zhou, H.; Yang X.; Wu, J. Chem. Commun. 2009, 5406.
										 
				Zhou, P.; Liu, W.; Qiu, H. Chem. Lett. 2015, 44, 1637.
												 doi: 10.1246/cl.150756
											
										
				(a) Shi, Z. ; Zhang, C. ; Li, S. ; Pan, D. Ding, S. ; Cui, Y. ; Jiao, N. Angew. Chem., Int. Ed.  2009, 48, 4572. 
(b) Lafrance, M. ; Fagnou, K. J. Am. Chem. Soc.  2006, 128, 16496.
				Zhou, F.; Han, X.; Lu, X. J. Org. Chem. 2011, 76, 1491.
												 doi: 10.1021/jo1023574
											
										
 
						
						
						
	                Xiyuan Zhang , Rui Dong , Yang Yang , Jiapeng Ding , Zhiwei Miao . Palladium-Catalyzed Tandem Cyclization of 4-Vinylbenzoxazinone and Indene-2-carbaldehyde: A Comprehensive Organic Chemistry Experiment. University Chemistry, 2025, 40(9): 361-367. doi: 10.12461/PKU.DXHX202410062
Haoyu Sun , Dun Li , Yuanyuan Min , Yingying Wang , Yanyun Ma , Yiqun Zheng , Hongwen Huang . Hierarchical Palladium-Copper-Silver Porous Nanoflowers as Efficient Electrocatalysts for CO2 Reduction to C2+ Products. Acta Physico-Chimica Sinica, 2024, 40(6): 2307007-0. doi: 10.3866/PKU.WHXB202307007
Zhuoyan Lv , Yangming Ding , Leilei Kang , Lin Li , Xiao Yan Liu , Aiqin Wang , Tao Zhang . Light-Enhanced Direct Epoxidation of Propylene by Molecular Oxygen over CuOx/TiO2 Catalyst. Acta Physico-Chimica Sinica, 2025, 41(4): 2408015-0. doi: 10.3866/PKU.WHXB202408015
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
Weihan Zhang , Menglu Wang , Ankang Jia , Wei Deng , Shuxing Bai . Surface Sulfur Species Influence Hydrogenation Performance of Palladium-Sulfur Nanosheets. Acta Physico-Chimica Sinica, 2024, 40(11): 2309043-0. doi: 10.3866/PKU.WHXB202309043
Xue-Peng Zhang , Yuchi Long , Yushu Pan , Jiding Wang , Baoyu Bai , Rui Ding . 定量构效关系方法学习探索:以钴卟啉活化氧气为例. University Chemistry, 2025, 40(8): 345-359. doi: 10.12461/PKU.DXHX202410107
Qi Wang , Yuqing Liu , Jiefei Wang , Yuan-Yuan Ma , Jing Du , Zhan-Gang Han . Catalysts for electrocatalytic dechlorination of chlorinated aromatic hydrocarbons: synthetic strategies, applications, and challenges. Acta Physico-Chimica Sinica, 2025, 41(10): 100120-0. doi: 10.1016/j.actphy.2025.100120
Hongting Yan , Aili Feng , Rongxiu Zhu , Lei Liu , Dongju Zhang . Reexamination of the Iodine-Catalyzed Chlorination Reaction of Chlorobenzene Using Computational Chemistry Methods. University Chemistry, 2025, 40(3): 16-22. doi: 10.12461/PKU.DXHX202403010
Guangming YIN , Huaiyao WANG , Jianhua ZHENG , Xinyue DONG , Jian LI , Yi'nan SUN , Yiming GAO , Bingbing WANG . Preparation and photocatalytic degradation performance of Ag/protonated g-C3N4 nanorod materials. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1491-1500. doi: 10.11862/CJIC.20240086
Mengyang LI , Hao XU , Zhonghao NIU , Chunhua GONG , Weihui ZHONG , Jingli XIE . Highly effective catalytic synthesis of β-amino alcohols by using viologen-polyoxometalate hybrid materials. Chinese Journal of Inorganic Chemistry, 2025, 41(7): 1294-1300. doi: 10.11862/CJIC.20250080
Yufang GAO , Nan HOU , Yaning LIANG , Ning LI , Yanting ZHANG , Zelong LI , Xiaofeng LI . Nano-thin layer MCM-22 zeolite: Synthesis and catalytic properties of trimethylbenzene isomerization reaction. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1079-1087. doi: 10.11862/CJIC.20240036
Wenlong Wang , Wentao Hao , Lang He , Jia Qiao , Ning Li , Chaoqiu Chen , Yong Qin . Bandgap and adsorption engineering of carbon dots/TiO2 S-scheme heterojunctions for enhanced photocatalytic CO2 methanation. Acta Physico-Chimica Sinica, 2025, 41(9): 100116-0. doi: 10.1016/j.actphy.2025.100116
Linlin Wu , Yonghua Zhou , Zhongbei Li , Liu Deng , Younian Liu , Limiao Chen , Jianhan Huang . Digital Education Promoting Applied Chemistry Comprehensive Experiments: A Case Study of Catalytic Oxidation of Hydrogen Chloride and Reaction Kinetics. University Chemistry, 2025, 40(9): 273-278. doi: 10.12461/PKU.DXHX202411018
Bowen Liu , Jianjun Zhang , Han Li , Bei Cheng , Chuanbiao Bie . MOF-derived ZnO/PANI S-scheme heterojunction for efficient photocatalytic phenol mineralization coupled with H2O2 generation. Acta Physico-Chimica Sinica, 2025, 41(10): 100121-0. doi: 10.1016/j.actphy.2025.100121
Yiting Huo , Xin Zhou , Feifan Zhao , Chenbin Ai , Zhen Wu , Zhidong Chang , Bicheng Zhu . Boosting photocatalytic CO2 methanation through TiO2/CdS S-scheme heterojunction and fs-TAS mechanism study. Acta Physico-Chimica Sinica, 2025, 41(11): 100148-0. doi: 10.1016/j.actphy.2025.100148
Xin Zhou , Yiting Huo , Songyu Yang , Bowen He , Xiaojing Wang , Zhen Wu , Jianjun Zhang . Understanding the effect of pH on protonated COF during photocatalytic H2O2 production by femtosecond transient absorption spectroscopy. Acta Physico-Chimica Sinica, 2025, 41(12): 100160-0. doi: 10.1016/j.actphy.2025.100160
Lina Guo , Ruizhe Li , Chuang Sun , Xiaoli Luo , Yiqiu Shi , Hong Yuan , Shuxin Ouyang , Tierui Zhang . Effect of Interlayer Anions in Layered Double Hydroxides on the Photothermocatalytic CO2 Methanation of Derived Ni-Al2O3 Catalysts. Acta Physico-Chimica Sinica, 2025, 41(1): 100002-0. doi: 10.3866/PKU.WHXB202309002
Dong Xiang , Kunzhen Li , Kanghua Miao , Ran Long , Yujie Xiong , Xiongwu Kang . Amine-Functionalized Copper Catalysts: Hydrogen Bonding Mediated Electrochemical CO2 Reduction to C2 Products and Superior Rechargeable Zn-CO2 Battery Performance. Acta Physico-Chimica Sinica, 2024, 40(8): 2308027-0. doi: 10.3866/PKU.WHXB202308027
Jiaqi AN , Yunle LIU , Jianxuan SHANG , Yan GUO , Ce LIU , Fanlong ZENG , Anyang LI , Wenyuan WANG . Reactivity of extremely bulky silylaminogermylene chloride and bonding analysis of a cubic tetragermylene. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1511-1518. doi: 10.11862/CJIC.20240072
Yongpo Zhang , Xinfeng Li , Yafei Song , Mengyao Sun , Congcong Yin , Chunyan Gao , Jinzhong Zhao . Synthesis of Chlorine-Bridged Binuclear Cu(I) Complexes Based on Conjugation-Driven Cu(II) Oxidized Secondary Amines. University Chemistry, 2024, 39(5): 44-51. doi: 10.3866/PKU.DXHX202309092