Citation: ZHANG Hui, ZENG Li-Li, WANG Yue-Kui, CAO Shi, GUO Dong, LI Dan, FANG Xue-Ming, LIN Li-Rong. Correlation between ECD Spectra and the Absolute Configurations of Chiral Salen-Ni(Ⅱ) Complexes: a Fingerprint Role of the First ECD Band in the Visible Region[J]. Acta Physico-Chimica Sinica, ;2015, 31(12): 2229-2250. doi: 10.3866/PKU.WHXB201510301 shu

Correlation between ECD Spectra and the Absolute Configurations of Chiral Salen-Ni(Ⅱ) Complexes: a Fingerprint Role of the First ECD Band in the Visible Region

ZHANG Hui ^1,, ,
ZENG Li-Li ¹ ,
WANG Yue-Kui ^2,, ,
CAO Shi ¹ ,
GUO Dong ¹ ,
LI Dan ¹ ,
FANG Xue-Ming ¹ ,
LIN Li-Rong ^1,,

1.
1 Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, Fujian Province, P. R. China;
2.
2 Key Laboratory of Chemical Biology and Molecular Engineering of the Ministry of Education, Institute of Molecular Science, Shanxi University, Taiyuan 030006, P. R. China

Corresponding author: ZHANG Hui, WANG Yue-Kui, LIN Li-Rong,
Received Date: 9 September 2015
Available Online: 9 September 2015
Fund Project: 国家自然科学基金(21273175, 21273139, 21271150)资助项目 (21273175, 21273139, 21271150)

A correlation between the electronic circular dichroism (ECD) spectra and the absolute configurations of a serials' chiral salen-Ni(Ⅱ) complexes was investigated. The solid-state structures, absolute configurations, and preferential conformations in solution of quasi-planar chiral [Ni(salen)] complexes were studied using their crystal structures, solid-state and solution ECD spectra in combination with theoretical ECD calculations. Furthermore, two different nomenclatures for the absolute configurations of square-planar [M(salen)] complexes were inspected carefully, and suggestions for proper use of them are discussed. The calculated ECD spectra of [Ni(sal-R,R-chxn)] [sal-R,R-chxn = (R,R)-1,2-cyclohexylene bis(salicylicdeneiminate)] in dichloromethane solution revealed that the first ECD band in the visible region was dominated by the ligandto-metal charge transfer transition (LMCT), which was incorrectly assigned to a d-d transition in the literature. When the absolute configuration of [Ni(sal-R,R-chxn)] was Λ, the first ECD absorption band in the visible region was positive. This ECD fingerprint is universally applicable for assigning the absolute configurations of other square-planar chiral [Ni(salen)] and six-coordinate trans-[Co^Ⅲ(salen)L₂] complexes with a "closed-shell" electronic structure. This work provides some insight into the coordination stereochemistry and chiroptical properties of chiral [M(salen)] complexes. Additionally, this work is significant for the understanding of chiral recognition and asymmetric catalytic mechanisms.
- Salen-based Ni(Ⅱ) complex,
- Electronic circular dichroism,
- Solid-state chiroptical spectroscopy,
- Absolute configuration correlation,
- Fingerprint technique
1. [1]
  (1) Pasini, A.; Gullotti, M.; Ugo, R. J. Chem. Soc., Dalton Trans. 1977, No. 4, 346.
2. [2]
  (2) Katsuki, T. Synlett 2003, No. 3, 281.
3. [3]
  (3) Katsuki, T. Adv. Synth. Catal. 2002, 344 (2), 131. doi: 10.1002/1615-4169(200202)344:2<131::AID-ADSC131>3.0.CO;2-T
4. [4]
  (4) Hashihayata, T.; Punniyamurthy, T.; Irie, R.; Katsuki, T.; Akita, M.; Moro-Oka, Y. Tetrahedron 1999, 55 (51), 14599. doi: 10.1016/S0040-4020(99)00952-7
5. [5]
  (5) Cozzi, P. G. Chem. Soc. Rev. 2004, 33 (7), 410. doi: 10.1039/b307853c
6. [6]
  (6) Che, C. M.; Huang, J. S. Coord. Chem. Rev. 2003, 242 (1-2), 97. doi: 10.1016/S0010-8545(03)00065-1
7. [7]
  (7) Zhang, W.; Loebach, J. L.; Wilson, S. R.; Jacobsen, E. N. J. Am. Chem. Soc. 1990, 112 (7), 2801. doi: 10.1021/ja00163a052
8. [8]
  (8) Jacobsen, E. N.; Zhang, W.; Muci, A. R.; Ecker, J. R.; Deng, L. J. Am. Chem. Soc. 1991, 113 (18), 7063. doi: 10.1021/ja00018a068
9. [9]
  (9) Pospisil, P. J.; Carsten, D. H.; Jacobsen, E. N. Chem. -Eur. J. 1996, 2 (8), 974.
10. [10]
  (10) Scheurer, A.; Mosset, P.; Spiegel, M.; Saalfrank, R. W. Tetrahedron 1999, 55 (4), 1063. doi: 10.1016/S0040-4020(98)01106-5
11. [11]
  (11) DiMauro, E. F.; Kozlowski, M. C. Organometallics 2002, 21 (7), 1454. doi: 10.1021/om010571f
12. [12]
  (12) Belokon, Y. N.; Fuentes, J.; North, M.; Steed, J. W. Tetrahedron 2004, 60 (14), 3191. doi: 10.1016/j.tet.2004.02.025
13. [13]
  (13) Scheurer, A.; Maid, H.; Hampel, F.; Saalfrank, R. W.; Toupet, L.; Mosset, P.; Puchta, R.; van Eikema Hommes, N. J. R. Eur. J. Org. Chem. 2005, No. 12, 2566.
14. [14]
  (14) Dey, S.; Powell, D. R.; Hu, C.; Berkowitz, D. B. Angew. Chem. Int. Edit. 2007, 46 (37), 7010.
15. [15]
  (15) Achard, T. R. J.; Clegg, W.; Harrington, R. W.; North, M. Tetrahedron 2012, 68 (1), 133. doi: 10.1016/j.tet.2011.10.084
16. [16]
  (16) Kochem, A.; Kanso, H.; Baptiste, B.; Arora, H.; Philouze, C.; Jarjayes, O.; Vezin, H.; Luneau, D.; Orio, M.; Thomas, F. Inorg. Chem. 2012, 51 (20), 10557. doi: 10.1021/ic300763t
17. [17]
  (17) Barman, S.; Patil, S.; Desper, J.; Aikens, C. M.; Levy, C. J. Eur. J. Inorg. Chem. 2013, 2013 (33), 5708. doi: 10.1002/ejic.201300635
18. [18]
  (18) Diaz, C.; Frazer, A.; Morales, A.; Belfield, K. D.; Ray, S.; Hernandez, F. E. J. Phys. Chem. A 2012, 116 (10), 2453. doi: 10.1021/jp2112507
19. [19]
  (19) Sato, H.; Mori, Y.; Yamagishi, A. Dalton Trans. 2013, 42 (19), 6873. doi: 10.1039/c3dt00112a
20. [20]
  (20) Akine, S.; Matsumoto, T.; Nabeshima, T. Chem. Commun. 2008, No. 38, 4604.
21. [21]
  (21) Akine, S.; Hotate, S.; Matsumoto, T.; Nabeshima, T. Chem. Commun. 2011, 47 (10), 2925. doi: 10.1039/c0cc04998k
22. [22]
  (22) Zhang, F.; Bai, S.; Yap, G. P. A.; Tarwade, V.; Fox, J. M. J. Am. Chem. Soc. 2005, 127 (30), 10590. doi: 10.1021/ja050886c
23. [23]
  (23) Dong, Z.; Karpowicz, R. J., Jr.; Bai, S.; Yap, G. P. A.; Fox, J. M. J. Am. Chem. Soc. 2006, 128 (44), 14242. doi: 10.1021/ja065721y
24. [24]
  (24) Dong, Z.; Yap, G. P. A.; Fox, J. M. J. Am. Chem. Soc. 2007, 129 (38), 11850. doi: 10.1021/ja073900p
25. [25]
  (25) Dong, Z.; Plampin, J. N., III; Yap, G. P. A.; Fox, J. M. Org. Lett. 2010, 12 (18), 4002. doi: 10.1021/ol101583v
26. [26]
  (26) Saito, M.; Sato, H.; Mori, Y.; Fukuda, Y. Bull. Chem. Soc. Jpn. 2009, 82 (10), 1266. doi: 10.1246/bcsj.82.1266
27. [27]
  (27) Wiznycia, A. V.; Desper, J.; Levy, C. J. Chem. Commun. 2005, (37), 4693.
28. [28]
  (28) Wiznycia, A. V.; Desper, J.; Levy, C. J. Inorg. Chem. 2006, 45 (25), 10034. doi: 10.1021/ic061553z
29. [29]
  (29) Cooper, C. J.; Jones, M. D.; Brayshaw, S. K.; Sonnex, B.; Russell, M. L.; Mahon, M. F.; Allan, D. R. Dalton Trans. 2011, 40 (14), 3677. doi: 10.1039/c0dt01740j
30. [30]
  (30) Wojtczak, A.; Szlyk, E.; Jaskolski, M.; Larsen, E. Acta Chem. Scand. 1997, 51 (3), 274.
31. [31]
  (31) Szlyk, E.; Wojtczak, A.; Larsen, E.; Surdykowski, A.; Neumann, J. Inorg. Chim. Acta 1999, 293 (2), 239. doi: 10.1016/S0020-1693(99)00258-3
32. [32]
  (32) Kureshy, R. I.; Khan, N. H.; Abdi, S. H. R.; Patel, S. T.; Iyer, P.; Suresh, E.; Dastidar, P. J. Mol. Catal. A: Chem. 2000, 160 (2), 217. doi: 10.1016/S1381-1169(00)00213-2
33. [33]
  (33) Li, L. Synthesis, Characterization and Solid CD Spectra of Chiral Schiff Base Complexes. Master Dissertation, Xiamen University, Xiamen, 2005. [李丽. 手性席夫碱金属配合物的合成、表征及其固体CD光谱研究[D]. 厦门: 厦门大学, 2005.]
34. [34]
  (34) Wang, F.; Zhang, H.; Li, L.; Hao, H. Q.; Wang, X. Y.; Chen, J. G. Tetrahedron: Asymmetry 2006, 17 (14), 2059. doi: 10.1016/j.tetasy.2006.07.021
35. [35]
  (35) Ru, J.; Gao, F.; Wu, T.; Yao, M. X.; Li, Y. Z.; Zuo, J. L. Dalton Trans. 2014, 43 (3), 933. doi: 10.1039/C3DT52951G
36. [36]
  (36) Ru, J.; Gao, F.; Yao, M. X.; Wu, T.; Zuo, J. L. Dalton Trans. 2014, 43 (48), 18047. doi: 10.1039/C4DT02518K
37. [37]
  (37) Zhang, H.; Chen, Y. C.; Wang, F.; Qiu, X. M.; Li, L.; Chen, J. G. Acta Phys. -Chim. Sin. 2006, 22 (6), 666. [章慧, 陈渊川, 王芳, 邱晓明, 李丽, 陈坚固. 物理化学学报, 2006, 22 (6), 666.] doi: 10.3866/PKU.WHXB20060605
38. [38]
  (38) Zhang, H. Coordination Chemistry, Principles and Applications; Chemical Industry Press, Beijing, 2008; Chapter 6. [章慧. 配位化学——原理与应用. 北京: 化学工业出版社, 2009: 第六章.]
39. [39]
  (39) Zhang, H.; Yan, J. X.; Wu, S. T.; Li, D.; Wan, S. G.; Ding, L.; Lin, L. R. Acta Phys. -Chim. Sin. 2013, 29 (12), 2481. [章慧, 颜建新, 吴舒婷, 李丹, 万仕刚, 丁雷, 林丽榕. 物理化学学报, 2013, 29 (12), 2481.] doi: 10.3866/PKU.WHXB 201310152
40. [40]
  (40) Zhou, N.; Wan, S. G.; Zhao, J.; Lin, Y. J.; Xuan, W. M.; Fang, X. M.; Zhang, H. Sci. China Ser. B: Chem. 2009, 52 (11), 1851. doi: 10.1007/s11426-009-0261-2
41. [41]
  (41) Lin, Y.; Wan, S.; Zou, F.; Wang, Y.; Zhang, H. New J. Chem. 2011, 35 (11), 2584. doi: 10.1039/c1nj20430k
42. [42]
  (42) Lin, Y.; Zou, F.; Wan, S.; Ouyang, J.; Lin, L.; Zhang, H. Dalton Trans. 2012, 41 (22), 6696. doi: 10.1039/c2dt30431g
43. [43]
  (43) Lin, Y. J. Coordination Stereochemistry of Chiral β-Diketone Lanthanide Complexes. Ph. D. Dissertation, Xiamen University, Xiamen, 2012. [林以玑. 手性β-二酮镧系络合物的配位立体化学[D]. 厦门: 厦门大学, 2012.]
44. [44]
  (44) Shirotani, D.; Suzuki, T.; Kaizaki, S. Inorg. Chem. 2006, 45 (16), 6111. doi: 10.1021/ic0606633
45. [45]
  (45) Chamayou, A. C.; Luedeke, S.; Brecht, V.; Freedman, T. B.; Nafie, L. A.; Janiak, C. Inorg. Chem. 2011, 50 (22), 11363. doi: 10.1021/ic2009557
46. [46]
  (46) Enamullah, M.; Vasylyeva, V.; Janiak, C. Inorg. Chim. Acta 2013, 408, 109. doi: 10.1016/j.ica.2013.08.016
47. [47]
  (47) Enamullah, M.; Uddin, A. K. M. R.; Pescitelli, G.; Berardozzi, R.; Makhloufi, G.; Vasylyeva, V.; Chamayou, A. C.; Janiak, C. Dalton Trans. 2014, 43 (8), 3313. doi: 10.1039/C3DT52871E
48. [48]
  (48) Chamayou, A. C.; Makhloufi, G.; Nafie, L. A.; Janiak, C.; Luedeke, S. Inorg. Chem. 2015, 54 (5), 2193. doi: 10.1021/ic502661u
49. [49]
  (49) Shan, X. F.; Wang, D. H.; Tung, C. H.; Wu, L. Z. Tetrahedron 2008, 64 (23), 5577. doi: 10.1016/j.tet.2008.03.077
50. [50]
  (50) Comprehensive Chiroptical Spectroscopy, Volume 1: Instrumentation, Methodologies, and Theoretical Simulations; Berova, N., Polavarapu, P. L., Nakanishi, K., Woody, R. W., Eds.; John Wiley & Sons, Inc.: Hoboken 2012; p 791.
51. [51]
  (51) Zhang, H.; Li, L.; Chen, G.; Wang, F.; Fang, X. M.; Chen, J. G. University Chemistry 2005, 20 (2), 39. [章慧, 李丽, 陈贵, 王芳, 方雪明, 陈坚固. 大学化学, 2005, 20 (2), 39.]
52. [52]
  (52) Wang, F. Synthesis, Characterizations and Properties of Chiral Unsymmetric Schiff base and Cu-Ln Complexes. Master Dissertation, Xiamen University, Xiamen, 2007. [王芳. 非对称手性席夫碱配合物与手性双核(Cu-Ln)席夫碱配合物的合成、表征及性能研究[D]. 厦门: 厦门大学, 2007.]
53. [53]
  (53) Ding, L.; Wang, F.; Chen, L.; Zhang, H.; Zhao, Y. Tetrahedron: Asymmetry 2008, 19 (23), 2653. doi: 10.1016/j.tetasy.2008.12.009
54. [54]
  (54) Ding, L. Application of Circular Dichrosim Spectroscopy, Measurement Techniques, Absolute Configuration Correlation and Preliminary Study on Electro-triggered Chiroptical Switches. Ph. D. Dissertation, Xiamen University, Xiamen, 2011. [丁雷. 圆二色光谱的应用, 测试技术、绝对构型关联及电致变圆二色光谱初探[D]. 厦门: 厦门大学, 2011.]
55. [55]
  (55) Ding, L.; Lin, L.; Liu, C.; Li, H.; Qin, A.; Liu, Y.; Song, L.; Zhang, H.; Tang, B. Z.; Zhao, Y. New J. Chem. 2011, 35 (9), 1781. doi: 10.1039/c1nj20185a
56. [56]
  (56) Ernst, R. E.; O'Connor, M. J.; Holm, R. H. J. Am. Chem. Soc. 1967, 89 (24), 6104. doi: 10.1021/ja01000a019
57. [57]
  (57) Sakiyama, H.; Okawa, H.; Matsumoto, N.; Kida, S. J. Chem. Soc., Dalton Trans. 1990, No. 10, 2935.
58. [58]
  (58) Sakiyama, H.; Okawa, H.; Matsumoto, N.; Kida, S. Bull. Chem. Soc. Jpn. 1991, 64 (9), 2644. doi: 10.1246/bcsj.64.2644
59. [59]
  (59) Sakiyama, H.; Okawa, H.; Oguni, N.; Katsuki, T.; Irie, R. Bull. Chem. Soc. Jpn. 1992, 65 (2), 606. doi: 10.1246/bcsj.65.606
60. [60]
  (60) Evans, C.; Luneau, D. J. Chem. Soc., Dalton Trans. 2002, No. 1, 83.
61. [61]
  (61) Bosnich, B. J. Am. Chem. Soc. 1968, 90 (3), 627. doi: 10.1021/ja01005a012
62. [62]
  (62) O'Connor, M. J.; Ernst, R. E.; Holm, R. H. J. Am. Chem. Soc. 1968, 90 (17), 4561. doi: 10.1021/ja01019a009
63. [63]
  (63) Downing, R. S.; Urbach, F. L. J. Am. Chem. Soc. 1970, 92 (20), 5861. doi: 10.1021/ja00723a008
64. [64]
  (64) Costes, J. P.; Dominguez-Vera, J. M.; Laurent, J. P. Polyhedron 1995, 14 (15/16), 2179.
65. [65]
  (65) Holm, R. H. J. Am. Chem. Soc. 1960, 82, 5632. doi: 10.1021/ja01506a020
66. [66]
  (66) Wan, S.; Lin, L. R.; Zeng, L.; Lin, Y.; Zhang, H. Chem. Commun. 2014, 50 (97), 15301. doi: 10.1039/C4CC04145C
67. [67]
  (67) Ziegler, M.; Von Zelewsky, A. Coord. Chem. Rev. 1998, 177, 257. doi: 10.1016/S0010-8545(98)00186-6
68. [68]
  (68) Vanderveer, D.; Colon, M. L.; Bu, X. R. Anal. Sci. 2002, 18 (11), 1283. doi: 10.2116/analsci.18.1283
69. [69]
  (69) Wu, J. C.; Tang, N.; Yu, K. B. Acta Cryst. E 2003, 59 (11), m977.
70. [70]
  (70) Dong, Z.; Bai, S.; Yap, G. P. A.; Fox, J. M. Chem. Commun. 2011, 47 (13), 3781. doi: 10.1039/c0cc04794e
71. [71]
  (71) Shimazaki, Y.; Tani, F.; Fukui, K.; Naruta, Y.; Yamauchi, O. J. Am. Chem. Soc. 2003, 125 (35), 10512. doi: 10.1021/ja035806o
72. [72]
  (72) He, X.; Lu, C. Z.; Wu, C. D.; Liu, H. F.; Yu, Y. Q.; Zhang, Q. Z. Chin. J. Struct. Chem. 2005, 24 (2), 174.
73. [73]
  (73) Yamazaki, A.; Akitsu, T. RSC Advances 2012, 2 (7), 2975. doi: 10.1039/c2ra00407k
74. [74]
  (74) Okamoto, Y.; Nidaira, K.; Akitsu, T. Int. J. Mol. Sci. 2011, 12 (10), 6966.
75. [75]
  (75) Dezhahang, Z.; Poopari, M. R.; Cheramy, J.; Xu, Y. Inorg. Chem. 2015, 54 (9), 4539. doi: 10.1021/acs.inorgchem.5b00386
76. [76]
  (76) Shan, X. F.; Wu, L. Z.; Liu, X. Y.; Zhang, L. P.; Tung, C. H. Eur. J. Inorg. Chem. 2007, (21), 3315.
77. [77]
  (77) Shan, X. F.; Wu, L. Z.; Zhang, L. P.; Tung, C. H. Chin. Sci. Bull. 2007, 52 (11), 1581. doi: 10.1007/s11434-007-0229-6
78. [78]
  (78) Wang, Y.; Fu, H.; Shen, F.; Sheng, X.; Peng, A.; Gu, Z.; Ma, H.; Ma, J. S.; Yao, J. Inorg. Chem. 2007, 46 (9), 3548. doi: 10.1021/ic062316z
79. [79]
  (79) Amendola, V.; Fabbrizzi, L.; Linati, L.; Mangano, C.; Pallavicini, P.; Pedrazzini, V.; Zema, M. Chem. -Eur. J. 1999, 5 (12), 3679.
80. [80]
  (80) IUPAC. Nomenclature of Inorganic Chemistry IUPAC Recommendations. 2005, 203.
81. [81]
  (81) Zhang, Y. L.; Ruan, W. J.; Zhao, X. J.; Wang, H. G.; Zhu, Z. A. Polyhedron 2003, 22 (12), 1535. doi: 10.1016/S0277-5387(03)00261-4
82. [82]
  (82) Su, X. L.; Wang, Y. K.; Wang, Y.; Jia, J.; Gao, X. L. Acta Phys. -Chim. Sin. 2011, 27 (7), 1633. [苏晓玲, 王越奎, 王炎, 贾杰, 高小丽. 物理化学学报, 2011, 27 (7), 1633.] doi: 10.3866/PKU.WHXB20110707
83. [83]
  (83) Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; et al. Gaussian 09, Revision D.01; Gaussian Inc.: Wallingford CT, 2013.
84. [84]
  (84) Wang, A.; Wang, Y.; Jia, J.; Feng, L.; Zhang, C.; Liu, L. J. Phys. Chem. A 2013, 117 (24), 5061. doi: 10.1021/jp403145h
85. [85]
  (85) Brown, A.; Kemp, C. M.; Mason, S. F. J. Chem. Soc. A 1971, 751.
86. [86]
  (86) Das, A.; Shit, S.; Kö ckerling, M.; Batsanov, A. S.; Mitra, S. J. Coord. Chem. 2013, 66 (15), 2587. doi: 10.1080/00958972.2013.810731
87. [87]
  (87) Rusere, L. N.; Shalumova, T.; Tanski, J. M.; Tyler, L. A. Polyhedron 2009, 28 (17), 3804. doi: 10.1016/j.poly.2009.08.002
88. [88]
  (88) Hoshina, G.; Tsuchimoto, M.; Ohba, S. Acta Cryst. 2000, C56, e122.
89. [89]
  (89) Bunce, S.; Cross, R. J.; Farrugia, L. J.; Kunchandy, S.; Meason, L. L.; Muir, K. W.; O'Donnell, M.; Peacock, R. D.; Stirling, D.; Teat, S. J. Polyhedron 1998, 17 (23-24), 4179. doi: 10.1016/S0277-5387(98)00226-5
90. [90]
  (90) Bernardo, K.; Leppard, S.; Robert, A.; Commenges, G.; Dahan, F.; Meunier, B. Inorg. Chem. 1996, 35 (2), 387. doi: 10.1021/ic950700i
91. [91]
  (91) Saito, M.; Sato, H.; Mori, Y.; Fukuda, Y. Bull. Chem. Soc. Jpn. 2009, 82 (10), 1266. doi: 10.1246/bcsj.82.1266
92. [92]
  (92) von Zelewsky, A.; Mamula, O. J. Chem. Soc., Dalton Trans. 2000, No. 3, 219.
93. [93]
  (93) Meggers, E. Chem. -Eur. J. 2010, 16 (3), 752. doi: 10.1002/chem.200902652
94. [94]
  (94) Brunner, H. Angew. Chem. Int. Edit. 1999, 38 (9), 1194. doi: 10.1002/(SICI)1521-3773(19990503)38:9<1194::AID-ANIE1194>3.0.CO;2-X
95. [95]
  (95) Knof, U.; von Zelewsky, A. Angew. Chem. Int. Edit. 1999, 38 (3), 302.
96. [96]
  (96) Ganter, C. Chem. Soc. Rev. 2003, 32 (3), 130. doi: 10.1039/b205996g
97. [97]
  (97) von Zelewsky, A. Coord. Chem. Rev. 1999, 192, 811.
98. [98]
  (98) von Zelewsky, A. Stereochemistry of Coordination Compounds; John Wiley & Sons: New York, 1996.
99. [99]
  (99) Hayoz, P.; Vonzelewsky, A.; Stoecklievans, H. J. Am. Chem. Soc. 1993, 115 (12), 5111. doi: 10.1021/ja00065a023
100. [100]
  (100) Bauer, E. B. Chem. Soc. Rev. 2012, 41 (8), 3153. doi: 10.1039/c2cs15234g 5111. doi: 10.1021/ja00065a023
1. [1]
  Xilin Zhao , Xingyu Tu , Zongxuan Li , Rui Dong , Bo Jiang , Zhiwei Miao . Research Progress in Enantioselective Synthesis of Axial Chiral Compounds. University Chemistry, 2024, 39(11): 158-173. doi: 10.12461/PKU.DXHX202403106
2. [2]
  Tingyu Zhu , Hui Zhang , Wenwei Zhang . Exploration and Practice of Ideological and Political Education in the Course of Experiments on Chemical Functional Molecules: Synthesis and Catalytic Performance Study of Chiral Mn(III)Cl-Salen Complex. University Chemistry, 2024, 39(4): 75-80. doi: 10.3866/PKU.DXHX202311011
3. [3]
  Jin Tong , Shuyan Yu . Crystal Engineering for Supramolecular Chirality. University Chemistry, 2024, 39(3): 86-93. doi: 10.3866/PKU.DXHX202308113
4. [4]
  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
5. [5]
  Haiying Wang , Andrew C.-H. Sue . How to Visually Identify Homochiral Crystals. University Chemistry, 2024, 39(3): 78-85. doi: 10.3866/PKU.DXHX202309004
6. [6]
  Keying Qu , Jie Li , Ziqiu Lai , Kai Chen . Unveiling the Mystery of Chirality from Tartaric Acid. University Chemistry, 2024, 39(9): 369-378. doi: 10.12461/PKU.DXHX202310091
7. [7]
  Conghao Shi , Ranran Wang , Juli Jiang , Leyong Wang . The Illustration on Stereoisomers of Macrocycles Containing Multiple Chiral Centers via Tröger Base-based Macrocycles. University Chemistry, 2024, 39(7): 394-397. doi: 10.3866/PKU.DXHX202311034
8. [8]
  Yan Li , Xinze Wang , Xue Yao , Shouyun Yu . Kinetic Resolution Enabled by Photoexcited Chiral Copper Complex-Mediated Alkene E→Z Isomerization: A Comprehensive Chemistry Experiment for Undergraduate Students. University Chemistry, 2024, 39(5): 1-10. doi: 10.3866/PKU.DXHX202309053
9. [9]
  Liang TANG , Jingfei NI , Kang XIAO , Xiangmei LIU . Synthesis and X-ray imaging application of lanthanide-organic complex-based scintillators. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1892-1902. doi: 10.11862/CJIC.20240139
10. [10]
  Jizhou Liu , Chenbin Ai , Chenrui Hu , Bei Cheng , Jianjun Zhang . 六氯锡酸铵促进钙钛矿太阳能电池界面电子转移及其飞秒瞬态吸收光谱研究. Acta Physico-Chimica Sinica, 2024, 40(11): 2402006-. doi: 10.3866/PKU.WHXB202402006
11. [11]
  Qin Hu , Liuyun Chen , Xinling Xie , Zuzeng Qin , Hongbing Ji , Tongming Su . Ni掺杂构建电子桥及激活MoS₂惰性基面增强光催化分解水产氢. Acta Physico-Chimica Sinica, 2024, 40(11): 2406024-. doi: 10.3866/PKU.WHXB202406024
12. [12]
  Yonghui ZHOU , Rujun HUANG , Dongchao YAO , Aiwei ZHANG , Yuhang SUN , Zhujun CHEN , Baisong ZHU , Youxuan ZHENG . Synthesis and photoelectric properties of fluorescence materials with electron donor-acceptor structures based on quinoxaline and pyridinopyrazine, carbazole, and diphenylamine derivatives. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 701-712. doi: 10.11862/CJIC.20230373
13. [13]
  Wei Li , Guoqiang Feng , Ze Chang . Teaching Reform of X-ray Diffraction Using Synchrotron Radiation in Materials Chemistry. University Chemistry, 2024, 39(3): 29-35. doi: 10.3866/PKU.DXHX202308060
14. [14]
  Wenyan Dan , Weijie Li , Xiaogang Wang . The Technical Analysis of Visual Software ShelXle for Refinement of Small Molecular Crystal Structure. University Chemistry, 2024, 39(3): 63-69. doi: 10.3866/PKU.DXHX202302060
15. [15]
  Hao Zhao , Zhen Gao , Weihong Li . Practice and Exploration of the Construction of Experimental Technician Teams of Universities in the New Period. University Chemistry, 2024, 39(4): 7-12. doi: 10.3866/PKU.DXHX202310122
16. [16]
  Zhenjun Mao , Haorui Gu , Haiyan Che , Xufeng Lin . Exploration on Experiment Teaching of UHPLC-IC Based on Valve Switching Method. University Chemistry, 2024, 39(4): 81-86. doi: 10.3866/PKU.DXHX202311013
17. [17]
  Congying Wen , Zhengkun Du , Yukun Lu , Zongting Wang , Hua He , Limin Yang , Jingbin Zeng . Teaching Reform and Practice of Modern Analytical Technology under the Integration of Science, Industry, and Education. University Chemistry, 2024, 39(8): 104-111. doi: 10.3866/PKU.DXHX202312089
18. [18]
  Dongxue Han , Huiliang Sun , Li Niu . Virtual Reality Technology for Safe and Green University Chemistry Experimental Education. University Chemistry, 2024, 39(8): 191-196. doi: 10.3866/PKU.DXHX202312055
19. [19]
  Jin CHANG . Supercapacitor performance and first-principles calculation study of Co-doping Ni(OH)₂. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1697-1707. doi: 10.11862/CJIC.20240108
20. [20]
  Jie ZHAO , Sen LIU , Qikang YIN , Xiaoqing LU , Zhaojie WANG . Theoretical calculation of selective adsorption and separation of CO₂ by alkali metal modified naphthalene/naphthalenediyne. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 515-522. doi: 10.11862/CJIC.20230385

Get Citation

PDF

XML

Metrics

PDF Downloads(1)
Abstract views(666)
HTML views(82)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142