Carbonyl Chemistry and Catalytic Synthesis of Fine Chemicals

Abstract

Abstract: Carbonyl chemistry involves the catalytic construction and conversion of carbonyl compounds, which plays an important tool in clean and economic synthesis of fine chemicals. This perspective highlights the recent research progresses on the topic includes the carbonyl compounds construction via catalytic carbonylation and selective oxidation, and the further catalytic conversion of carbonyl compounds to functional molecules and materials. Based on our own understanding, the frontiers and future of the topic are also presented.

Key words: carbonyl chemistry, oxo synthesis, homogeneous catalysis, heterogeneous catalysis, fine chemical synthesis

SHI Feng, XIA Chungu. Carbonyl Chemistry and Catalytic Synthesis of Fine Chemicals[J]. Chinese Journal of Catalysis, 2019, 40(s1): 43-50.

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References

1 Kollár L. Modern Carbonylation Methods. Weinheim:Wiley-VCH, 2008.383
2 Beller M, Wu X-F. Transition-Metal-Catalyzed Carbonylation Reactions. Heidelberg:Springer, 2013.234
3 Hebrard F, Kalck P. Chem Rev, 2009, 109:4272
4 Agbossou F, Carpentier J-F, Mortreux A. Chem Rev, 1995, 95:2485
5 van Leeuwen P W N M, Claver C. Rhodium Catalyzed Hy-droformylation. Dordrecht:Kluwer Academic Publisher, 2002.300
6 Franke R, Selent D, Borner A. Chem Rev, 2012, 112:5675
7 Pospech J, Fleischer I, Franke R, Buchholz S, Beller M. Angew Chem Int Ed, 2013, 52:2852
8 Herrmann W A, Kohlpaintner C W, Manetsberger R B, Bahrmann H, Kottmann H. J Mol Catal A, 1995, 97:65
9 Jin Z, Zheng X, Fell B. J Mol Catal A, 1997, 116:55
10 Jiang J, Wang Y, Liu C, Han F, Jin Z. J Mol Catal A, 1999, 147:131
11 Wasserscheid P, Waffenschmidt H. J Mol Catal A, 2000, 164:61
12 Shi F, Deng Y. Chem Commun, 2001, 443
13 Yu H, Zhang G, Huang H. Angew Chem Int Ed, 2015, 54:10912
14 Zhang G, Gao B, Huang H. Angew Chem Int Ed, 2015, 54:7657
15 Hu Y, Shen Z, Huang H. ACS Catal, 2016, 6:6785
16 Hu Y, Huang H. Org Lett, 2017, 19:5070
17 Yu H, Gao B, Hu B, Huang H. Org Lett, 2017, 19:3520
18 Singh F V, Wirth T. Catal Sci Technol, 2019, 9:1073
19 Mei J,Yang Y, Xue Y, Lu S. J Mol Catal A, 2003, 191:135
20 Wang X, Lu S, Yu Z. Adv Synth Catal, 2004, 346:929
21 Bai X-F, Mu Q-C, Xu Z, Yang K-F, Li L, Zheng Z-J, Xia C-G, Xu L-W. ACS Catal, 2019, 9:1431
22 Chen C, Jin S, Zhang Z, Wei B, Wang H, Zhang K, Lv H, Dong X Q, Zhang X. J Am Chem Soc, 2016, 138:9017
23 You C, Li S, Li X, Lan J, Yang Y, Chung L W, Lv H, Zhang X. J Am Chem Soc, 2018, 140:4977
24 Yan L, Ding Y, Zhu H, Xiong J, Wang T, Pan Z, Lin L. J Mol Catal A, 2005, 234:1
25 Jiang M, Yan L, Ding Y, Sun Q, Liu J, Zhu H, Lin R, Xiao F S, Jiang Z, Liu J. J Mol Catal A, 2015, 404-405:211
26 Sun Q, Dai Z, Liu X, Sheng N, Deng F, Meng X, Xiao F. J Am Chem Soc, 2015, 137:5204
27 Li C, Xiong K, Yan L, Jiang M, Song X, Wang T, Chen X, Zhan Z, Ding Y. Catal Sci Technol, 2016, 6:2143
28 Tan M H, Wang D, Ai P P, Liu G G, Wu M B, Zheng J T, Yang G H, Yoneyama Y, Tsubaki N. Appl Catal A, 2016, 527:53
29 王红利, 柳淑娟, 石峰(Wang H L, Liu S J, Shi F). CN 201811377325.6.2018
30 Shi F, Deng Y, SiMa T, Yang H. Tetrahedron Lett, 2001, 42:2161
31 Shi F, Deng Y. J Catal, 2002, 211:548
32 Shi F, Zhang Q, Gu Y, Deng Y. Adv Synth Catal, 2005, 347:225
33 Shi F, Zhang Q, Li D, Deng Y. Chem Eur J, 2005, 11:5279
34 Liu S, Wang H, Dai X, Shi F. Green Chem, 2018, 20:3457
35 Sakakura T, Choi J C, Yasuda H. Chem Rev, 2007, 2365
36 He M Y, Sun Y H, Han B X. Angew Chem Int Ed, 2013, 52:9620
37 Aresta M, Dibenedetto A, Angelini A. Chem Rev, 2014, 114:1709
38 Liu Q, Wu L P, Jackstell R, Beller M. Nat Commun, 2015, 6:5933
39 Klankermayer J, Wesselbaum S, Beydoun K, Leitner W. Angew Chem Int Ed, 2016, 55:7296
40 Artz J, Müller T E, Thenert K, Kleinekorte J, Meys R, Sternberg A, Bardow A, Leitner W. Chem Rev, 2018, 118:434
41 Wu L, Liu Q, Jackstell R, Beller M. Angew Chem Int Ed, 2014, 53:6310
42 Ren X, Zheng Z, Zhang L, Wang Z, Xia C, Ding K. Angew Chem Int Ed, 2017, 56:310
43 Tominaga K. Catal Today, 2006, 115:70
44 Liu J, Guo C, Zhang Z, Jiang T, Liu H, Song J, Fan H, Han B. Chem Commun, 2010, 46:5770
45 Cui X, Zhang Y, Deng Y, Shi F. Chem Commun, 2014, 50:189
46 Zhang Y, Wang H, Yuan H, Shi F. ACS Sustainable Chem Eng, 2017, 5:5758
47 Shi F, Zhang Q H, Ma Y B, He Y D, Deng Y Q. J Am Chem Soc, 2005, 127:4182
48 Xiao L F, Li F W, Peng J J, Xia C G. J Mol Catal A, 2006, 253:265
49 Ren W, Chang W, Dai J, Shi Y, Li J, Shi Y. J Am Chem Soc, 2016, 138:14864
50 Jenner G. Tetrahedron Lett, 1991, 32:505
51 Karakhanov E, Maksimov A, Kardasheva Y, Runova E, Zakharov R, Terenina M, Kenneally C, Arredondo V. Catal Sci Technol, 2014, 4:540
52 Li W, Wu X-F. Adv Synth Catal, 2015, 357:3393
53 Cao J, Zheng Z-J, Xu Z, Xu L-W. Coord Chem Rev, 2017, 336:43
54 Hu J, Xie Y, Huang H. Angew Chem Int Ed, 2014, 53:7272
55 Qin G, Li L, Li J, Huang H. J Am Chem Soc, 2015, 137:12490
56 Li L, Liu P, Su Y, Huang H. Org Lett, 2016, 18:5736
57 Liu Y, Xie Y, Wang H, Huang H. J Am Chem Soc, 2016, 138:4314
58 Ke Z, Zhang Y, Cui X, Shi F. Green Chem, 2016, 18:808
59 Dai X, Rabeah J, Yuan H, Bruckner A, Cui X, Shi F. ChemSusChem, 2016, 9:3133
60 Dai X, Adomeit S, Rabeah J, Kreyenschulte C, Bruckner A, Wang H, Shi F. Angew Chem Int Ed, 2019, 58:5251
61 Sun P, Gao G, Zhao Z, Xia C, Li F. ACS Catal, 2014, 4:4136
62 Yang Y, Gao G, Zhang X, Li F. ACS Catal, 2014, 4:1419
63 Gao G, Sun P, Li Y, Wang F, Zhao Z, Qin Y, Li F. ACS Catal, 2017, 7:4927
64 Wu J, Gao G, Sun P, Long X, Li F. ACS Catal, 2017, 7:7890

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