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
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沈阳化工大学材料科学与工程学院沈阳 110142