Citation:
Yan Li, Bing Li, Ting Chen, Zhicheng Zhou, Jun Wang, Jun Huang. Direct hydroxylation of arenes with O2 catalyzed by V@CN catalyst[J]. Chinese Journal of Catalysis,
;2015, 36(7): 1086-1092.
doi:
10.1016/S1872-2067(14)60319-3
-
A vanadium doped graphitic carbon nitride catalyst has been prepared and used for the direct hydroxylation of arenes with O2. Substituted arenes with electron-withdrawing groups such as CN, NO2, COOH, CF3, and COCH3 were oxygenated to the corresponding phenols in moderate yields. The catalyst also proved applicable for the hydroxylation of aromatic halides (F, Cl, and Br) with O2.
-
Keywords:
- Hydroxylation,
- Vanadium,
- Arene,
- Oxygen,
- Graphitic carbon nitride
-
-
-
[1]
[1] Fiege H, Voges H W, Hamamoto T, Umemura S, Iwata T, Miki H, Fujita Y, Buysch H J, Garbe D, Paulus W. In: Ullmann F. Ullmann’s Encyclopedia of Industrial Chemistry. 6th Ed. Weinheim: Wiley- VCH, 2012. 521
-
[2]
[2] Laufer W, Hoelderich W F. Chem Commun, 2002: 1684
-
[3]
[3] Tatsumi T, Yuasa K, Tominaga H. J Chem Soc, Chem Commun, 1992: 1446
-
[4]
[4] Bianchi D, D’Aloisio R, Bortolo R, Ricci M. Appl Catal A, 2007, 327: 295
-
[5]
[5] Wang X Q, Wu J P, Zhao M W, Lü Y F, Li G Y, Hu C W. J Phys Chem C, 2009, 113: 14270
-
[6]
[6] Bartoli J F, Mouries-Mansuy V, Le Barch-Ozette K, Palacio M, Battioni P, Mansuy D. Chem Commun, 2000: 827
-
[7]
[7] Mori K, Kagohara K, Yamashita H. J Phys Chem C, 2008, 112: 2593
-
[8]
[8] Roy P, Dhara K, Manassero M, Banerjee P. Eur J Inorg Chem, 2008, 4404
-
[9]
[9] Tandon P K, Baboo R, Singh A K, Purwar G, Purwar M. Appl Organomet Chem, 2005, 19: 1079
-
[10]
[10] Marsella A, Agapakis S, Pinna F, Strukul G. Organometallics, 1992, 11: 3578
-
[11]
[11] Gao F X, Hua R M. Appl Catal A, 2004, 270: 223
-
[12]
[12] Raja R, Thomas J M, Dreyer V. Catal Lett, 2006, 110: 179
-
[13]
[13] Pirutko L V, Chernyavsky V S, Uriarte A K, Panov G I. Appl Catal A, 2002, 227: 143
-
[14]
[14] Costine A, O’Sullivan T, Hodnett B K. Catal Today, 2005, 99: 199
-
[15]
[15] Niwa S I, Eswaramoorthy M, Nair J, Raj A, Itoh N, Shoji H, Namba T, Mizukami F. Science, 2002, 295: 105
-
[16]
[16] Tani M, Sakamoto T, Mita S, Sakaguchi S, Ishii Y. Angew Chem Int Ed, 2005, 44: 2586
-
[17]
[17] Bolm C. Coord Chem Rev, 2003, 237: 245
-
[18]
[18] Shul’pin G B, Lachter E R. J Mol Catal A, 2003, 197: 65
-
[19]
[19] de la Cruz M H C, Kozlov Y N, Lachter E R, Shul’pin G B. New J Chem, 2003, 27: 634
-
[20]
[20] Yin C X, Finke R G. J Am Chem Soc, 2005, 127: 9003
-
[21]
[21] Zhao L N, Dong Y L, Zhan X L, Cheng Y, Zhu Y J, Yuan F L, Fu H G. Catal Lett, 2012, 142: 619
-
[22]
[22] Gu Y Y, Zhao X H, Zhang G R, Ding H M, Shan Y K. Appl Catal A, 2007, 328: 150
-
[23]
[23] Kanzaki H, Kitamura T, Hamada R, Nishiyama S, Tsuruya S. J Mol Catal A, 2004, 208: 203
-
[24]
[24] Ichihashi Y, Taniguchi T, Amano H, Atsumi T, Nishiyama S, Tsuruya S. Top Catal, 2008, 47: 98
-
[25]
[25] Zhou C J, Wang J, Leng Y, Ge H Q. Catal Lett, 2010, 135: 120
-
[26]
[26] Chen J Q, Gao S, Li J, Lü Y. Chin J Catal (陈佳琦, 高爽, 李军, 吕迎. 催化学报), 2011, 32: 1446
-
[27]
[27] Kamata K, Yamaura T, Mizuno N. Angew Chem Int Ed, 2012, 51: 7275
-
[28]
[28] Yan Y P, Feng P, Zheng Q Z, Liang Y F, Lu J F, Cui Y X, Jiao N. Angew Chem Int Ed, 2013, 52: 5827
-
[29]
[29] Zhang Y H, Yu J Q. J Am Chen Soc, 2009, 131: 14654
-
[30]
[30] Liu Q, Wu P, Yang Y H, Zeng Z Q, Liu J, Yi H, Lei A W. Angew Chem Int Ed, 2012, 51: 4666
-
[31]
[31] Khenkin A M, Weiner L, Neumann R. J Am Chem Soc, 2005, 127: 9988
-
[32]
[32] Li Y, Wang Z, Chen R Z, Wang Y, Xing W H, Wang J, Huang J. Catal Commun, 2014, 55: 34
-
[33]
[33] Li Y, Li B, Geng L F, Wang J, Wang Y, Huang J. Catal Lett, DOI: 10.1007/s10562-015-1478-7
-
[34]
[34] Wang X C, Chen X F, Thomas A, Fu X Z, Antonietti M. Adv Mater, 2009, 21: 1609
-
[35]
[35] Wang Y, Wang X C, Antonietti M. Angew Chem Int Ed, 2012, 51: 68
-
[36]
[36] Wang Y, Li H R, Yao J, Wang X C, Antonietti M. Chem Sci, 2011, 2: 446
-
[37]
[37] Gao Y J, Hu G, Zhong J, Shi Z J, Zhu Y S, Su D S, Wang J G, Bao X H, Ma D. Angew Chem Int Ed, 2013, 52: 2109
-
[38]
[38] Li X H, Wang X C, Antonietti M. ACS Catal, 2012, 2: 2082
-
[39]
[39] Li X H, Chen J S, Wang X C, Sun J H, Antonietti M. J Am Chem Soc, 2011, 133: 8074
-
[40]
[40] Goettmann F, Fischer A, Antonietti M, Thomas A. Angew Chem Int Ed, 2006, 45: 4467
-
[41]
[41] Ding Z X, Chen X F, Antonietti M, Wang X C. ChemSusChem, 2011, 4: 274
-
[42]
[42] Chen X F, Zhang J S, Fu X Z, Antonietti M, Wang X C. J Am Chem Soc, 2009, 131: 11658
-
[43]
[43] Ding G D, Wang W T, Jiang T, Han B X, Fan H L, Yang G Y. ChemCatChem, 2013, 5: 192
-
[44]
[44] Long Z Y, Zhou Y, Chen G J, Ge W L, Wang J. Sci Rep, 2014, 4: 3651
-
[45]
[45] Dong F, Wu L W, Sun Y J, Fu M, Wu Z B, Lee S C. J Mater Chem, 2011, 21: 15171
-
[46]
[46] Thomas A, Fischer A, Goettmann F, Antonietti M, Mueller J O, Schlogl R, Carlsson J M. J Mater Chem, 2008, 18: 4893
-
[47]
[47] Chen X, Zhao B T, Cai Y, Tade M O, Shao Z P. Nanoscale, 2013, 5: 12589
-
[1]
-
-
-
[1]
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): 100038-. doi: 10.3866/PKU.WHXB202408015
-
[2]
Yunhao Zhang , Yinuo Wang , Siran Wang , Dazhen Xu . Progress in Selective Construction of Functional Aromatics from Nitrogenous Cycloalkanes. University Chemistry, 2024, 39(11): 136-145. doi: 10.3866/PKU.DXHX202401083
-
[3]
Zhongyan Cao , Youzhi Xu , Menghua Li , Xiao Xiao , Xianqiang Kong , Deyun Qian . Electrochemically Driven Denitrative Borylation and Fluorosulfonylation of Nitroarenes. University Chemistry, 2025, 40(4): 277-281. doi: 10.12461/PKU.DXHX202407017
-
[4]
Jingzhao Cheng , Shiyu Gao , Bei Cheng , Kai Yang , Wang Wang , Shaowen Cao . 4-氨基-1H-咪唑-5-甲腈修饰供体-受体型氮化碳光催化剂的构建及其高效光催化产氢研究. Acta Physico-Chimica Sinica, 2024, 40(11): 2406026-. doi: 10.3866/PKU.WHXB202406026
-
[5]
Shihui Shi , Haoyu Li , Shaojie Han , Yifan Yao , Siqi Liu . Regioselectively Synthesis of Halogenated Arenes via Self-Assembly and Synergistic Catalysis Strategy. University Chemistry, 2024, 39(5): 336-344. doi: 10.3866/PKU.DXHX202312002
-
[6]
Zhiquan Zhang , Baker Rhimi , Zheyang Liu , Min Zhou , Guowei Deng , Wei Wei , Liang Mao , Huaming Li , Zhifeng Jiang . Insights into the Development of Copper-based Photocatalysts for CO2 Conversion. Acta Physico-Chimica Sinica, 2024, 40(12): 2406029-. doi: 10.3866/PKU.WHXB202406029
-
[7]
Geyang Song , Dong Xue , Gang Li . Recent Advances in Transition Metal-Catalyzed Synthesis of Anilines from Aryl Halides. University Chemistry, 2024, 39(2): 321-329. doi: 10.3866/PKU.DXHX202308030
-
[8]
Bing WEI , Jianfan ZHANG , Zhe CHEN . Research progress in fine tuning of bimetallic nanocatalysts for electrocatalytic carbon dioxide reduction. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 425-439. doi: 10.11862/CJIC.20240201
-
[9]
Hailian Tang , Siyuan Chen , Qiaoyun Liu , Guoyi Bai , Botao Qiao , Fei Liu . Stabilized Rh/hydroxyapatite Catalyst for Furfuryl Alcohol Hydrogenation: Application of Oxidative Strong Metal-Support Interactions in Reducing Conditions. Acta Physico-Chimica Sinica, 2025, 41(4): 100036-. doi: 10.3866/PKU.WHXB202408004
-
[10]
Lina Guo , Ruizhe Li , Chuang Sun , Xiaoli Luo , Yiqiu Shi , Hong Yuan , Shuxin Ouyang , Tierui Zhang . 层状双金属氢氧化物的层间阴离子对衍生的Ni-Al2O3催化剂光热催化CO2甲烷化反应的影响. Acta Physico-Chimica Sinica, 2025, 41(1): 2309002-. doi: 10.3866/PKU.WHXB202309002
-
[11]
Jiarui Wu , Gengxin Wu , Yan Wang , Yingwei Yang . Crystal Engineering Based on Leaning Towerarenes. University Chemistry, 2024, 39(3): 58-62. doi: 10.3866/PKU.DXHX202304014
-
[12]
Jinyi Sun , Lin Ma , Yanjie Xi , Jing Wang . Preparation and Electrocatalytic Nitrogen Reduction Performance Study of Vanadium Nitride@Nitrogen-Doped Carbon Composite Nanomaterials: A Recommended Comprehensive Chemistry Experiment. University Chemistry, 2024, 39(4): 184-191. doi: 10.3866/PKU.DXHX202310094
-
[13]
Ke Li , Chuang Liu , Jingping Li , Guohong Wang , Kai Wang . 钛酸铋/氮化碳无机有机复合S型异质结纯水光催化产过氧化氢. Acta Physico-Chimica Sinica, 2024, 40(11): 2403009-. doi: 10.3866/PKU.WHXB202403009
-
[14]
Fangxuan Liu , Ziyan Liu , Guowei Zhou , Tingting Gao , Wenyu Liu , Bin Sun . Hollow structured photocatalysts. Acta Physico-Chimica Sinica, 2025, 41(7): 100071-. doi: 10.1016/j.actphy.2025.100071
-
[15]
Wenlong LI , Xinyu JIA , Jie LING , Mengdan MA , Anning ZHOU . Photothermal catalytic CO2 hydrogenation over a Mg-doped In2O3-x catalyst. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 919-929. doi: 10.11862/CJIC.20230421
-
[16]
Kun WANG , Wenrui LIU , Peng JIANG , Yuhang SONG , Lihua CHEN , Zhao DENG . Hierarchical hollow structured BiOBr-Pt catalysts for photocatalytic CO2 reduction. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1270-1278. doi: 10.11862/CJIC.20240037
-
[17]
Xuejie Wang , Guoqing Cui , Congkai Wang , Yang Yang , Guiyuan Jiang , Chunming Xu . 碳基催化剂催化有机液体氢载体脱氢研究进展. Acta Physico-Chimica Sinica, 2025, 41(5): 100044-. doi: 10.1016/j.actphy.2024.100044
-
[18]
Juntao Yan , Liang Wei . 2D S-Scheme Heterojunction Photocatalyst. Acta Physico-Chimica Sinica, 2024, 40(10): 2312024-. doi: 10.3866/PKU.WHXB202312024
-
[19]
Yuanyin Cui , Jinfeng Zhang , Hailiang Chu , Lixian Sun , Kai Dai . Rational Design of Bismuth Based Photocatalysts for Solar Energy Conversion. Acta Physico-Chimica Sinica, 2024, 40(12): 2405016-. doi: 10.3866/PKU.WHXB202405016
-
[20]
Dan Li , Hui Xin , Xiaofeng Yi . Comprehensive Experimental Design on Ni-based Catalyst for Biofuel Production. University Chemistry, 2024, 39(8): 204-211. doi: 10.3866/PKU.DXHX202312046
-
[1]
Metrics
- PDF Downloads(0)
- Abstract views(514)
- HTML views(33)