Citation: Hongen Cao, Boran Zhu, Yufan Yang, Lin Xu, Lei Yu, Qing Xu. Recent advances on controllable and selective catalytic oxidation of cyclohexene[J]. Chinese Journal of Catalysis, ;2018, 39(5): 899-907. doi: 10.1016/S1872-2067(18)63050-5 shu

Recent advances on controllable and selective catalytic oxidation of cyclohexene

Hongen Cao ^a, ,
Boran Zhu ^a ,
Yufan Yang ^a ,
Lin Xu ^a,b ,
Lei Yu ^a ,
Qing Xu ^a

a School of Chemistry and Chemical Engineering and the Institute of Pesticide of School of Horticulture and Plant Protection, Yangzhou University, Yangzhou 225009, Jiangsu, China;
b Jiangsu Yangnong Chemical Group Co. Ltd., Yangzhou 225009, Jiangsu, China

Received Date: 8 January 2018
Revised Date: 15 February 2018

Fund Project: This work was supported by the National Natural Science Foundation of China (21202141, 21672163) and Priority Academic Program Development (PAPD) of Jiangsu Higher Education Institutions.

Because of multiple potential reaction sites and variable oxidation depths, oxidation of cyclohexene can lead to a mixture of products with different oxidation states and functional groups, such as 7-oxabicyclo[4.1.0]heptane, trans/cis-cyclohexane-1,2-diol, cyclohex-2-en-1-ol, cyclohex-2-en-1-one, and even adipic acid. These products are broadly and abundantly used intermediates in the chemical industry; therefore, controllable oxidation reactions for cyclohexene that can selectively afford the targeted products are synthetically valuable for applications in both the academy and industry, thus becoming the aim of synthetic and catalytic chemists in the field. Many reports on selective oxidation of cyclohexene have recently appeared in the literature because of its significance. This short review summarizes the recent advances on this subject, and the contents are mainly classified based on the chosen oxidants. We hope that this review can provide a useful guide for controllable and selective catalytic oxidation of cyclohexene for interested readers from both the academy and industry.
- Cyclohexene,
- Selective oxidation,
- Green chemistry,
- 7-Oxabicyclo[4.1.0]heptane,
- Cyclohexane-1,2-diol,
- Adipic acid,
- Cyclohex-2-en-1-ol,
- Cyclohex-2-en-1-one
1. [1]
2. [2]
3. [3]
4. [4]
5. [5]
6. [6]
7. [7]
8. [8]
9. [9]
10. [10]
11. [11]
12. [12]
13. [13]
14. [14]
15. [15]
16. [16]
17. [17]
18. [18]
19. [19]
20. [20]
21. [21]
22. [22]
23. [23]
24. [24]
25. [25]
26. [26]
27. [27]
28. [28]
29. [29]
30. [30]
31. [31]
32. [32]
33. [33]
34. [34]
35. [35]
36. [36]
37. [37]
38. [38]
39. [39]
40. [40]
41. [41]
42. [42]
43. [43]
44. [44]
45. [45]
46. [46]
47. [47]
48. [48]
49. [49]
50. [50]
51. [51]
52. [52]
53. [53]
54. [54]
55. [55]
56. [56]
57. [57]
58. [58]
59. [59]
60. [60]
61. [61]
62. [62]
63. [63]
64. [64]
65. [65]
66. [66]
67. [67]
68. [68]
69. [69]
70. [70]
71. [71]
72. [72]
73. [73]
74. [74]
75. [75]
76. [76]
77. [77]
78. [78]
79. [79]
80. [80]
81. [81]
82. [82]
83. [83]
84. [84]
85. [85]
86. [86]
87. [87]
88. [88]
89. [89]
90. [90]
91. [91]
92. [92]
93. [93]
94. [94]
95. [95]
96. [96]
97. [97]
98. [98]
99. [99]
100. [100]
101. [101]
102. [102]
103. [103]
104. [104]
105. [105]
106. [106]
107. [107]
108. [108]
109. [109]
110. [110]
111. [111]
1. [1]
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