老反应、新认识:不容小觑的乙硼烷与氨的反应
- Corresponding author: Huizhen Li, lihz@gzhu.edu.cn
Citation:
Huizhen Li, Yunhui Li, Huifen Zhuang, Liting Chen, Yingmin Liang, Siyuan Yi. 老反应、新认识:不容小觑的乙硼烷与氨的反应[J]. University Chemistry,
;2021, 36(8): 201201.
doi:
10.3866/PKU.DXHX202012019
Hosmane, N. S.; Eagling, R. Handbook of Boron Science with Applications in Organometallics, Catalysis, Materials and Medicine; World Scientific:Singapore, 2018.
Li, H.; Ma, N.; Meng, W.; Gallucci, J.; Qiu, Y.; Li, S.; Zhao, Q.; Zhang, J.; Zhao, J. C.; Chen, X. J. Am. Chem. Soc. 2015, 137, 12406.
Chen, W. D.; Huang, Z. G.; Wu, G. T.; Chen, P. Sci. China Chem. 2015, 58, 169.
Li, H.; Wang, R.; Kang, J.; Li, S.; Zhou, A.-J.; Han, D.-X.; Guan, H.-Y.; Austinc, D. J.; Yue, Y. CrystEngComm 2021, 23, 404.
Menard, G.; Stephan, D. W. J. Am. Chem. Soc. 2010, 132, 1796.
Viet Hung, P.; Hur, S. H.; Kim, E. J.; Kim, B. S.; Chung, J. S. Chem. Commun. 2013, 49, 6665.
Andrews, G. C.; Crawford, T. C. Tetrahedron Lett. 1980, 21, 693.
Lingam, C. B.; Babu, K. R.; Tewari, S. P.; Vaitheeswaran, G. Chem. Commun. 2011, 47, 2053.
Cisar, A.; Withers-Kirby, S.; Heselmeyer, E. J. Power Sources 2008, 12, 737.
Zhong, B.; Huang, X.; Wen, G.; Yu, H.; Zhang, X.; Zhang, T.; Bai, H. Nanoscale Res. Lett. 2010, 6, 36.
Wang, Y.; Yamamoto, Y.; Kiyono, H.; Shimada, S. J. Am. Ceram. Soc. 2009, 92, 787.
Kim, S. K.; Cho, H.; Kim, M. J.; Lee, H. J.; Park, J. H.; Lee, Y. B.; Kim, H. C.; Yoon, C. W.; Nam, S. W.; Kang, S. O. J. Mater. Chem. 2013, 1, 1976.
Yan, J. M.; Zhang, X. B.; Akita, T.; Haruta, M.; Xu, Q. J. Am. Chem. Soc. 2010, 132, 5326.
Kalidindi, S. B.; Sanyal, U.; Jagirdar, B. R. Inorg. Chem. 2010, 49, 3965.
Ewing, W. C.; Marchione, A.; Himmelberger, D. W.; Carroll, P. J.; Sneddon, L. G. J. Am. Chem. Soc. 2011, 133, 17093.
Daly, S. R.; Piccoli, P. M. B.; Schultz, A. J.; Todorva, T. K.; Gagliardi, L.; Girolami, G. S. Angew. Chem. Int. Ed. 2010, 49, 3379.
Shore, S. G.; Böeddeker, K. W. Inorg. Chem. 1964, 3, 914.
Bowden, M.; Heldebrant, D. J.; Karkamkar, A.; Proffen, T.; Schenter, G. K.; Autrey, T. Chem. Commun. 2010, 46, 8564.
Klooster, W. T.; Koetzle, T. F.; Siegbahn, P. E. M.; Richardson, T. B.; Crabtree, R. H.J. Am. Chem. Soc.1999,121, 6337.
Chen, X.; Zhao, J.-C.; Shore, S. G. J. Am. Chem. Soc. 2010, 132, 10658.
Stock, A.; Kuss, E. Ber. Dtsch. Chem. Ges. B 1923,56B, 789.
Wiberg, E. Z. Anorg. Allg. Chem. 1928, 173, 199.
Burg, A. B.; Schlesinger, H. I. J. Am. Chem. Soc. 1937,59, 780.
Mayer, E. Inorg. Chem.1972, 11, 866.
Mayer, E. Monatsh. Chem. 1971, 102, 940.
Choi, H. Y.; Park, S. J.; Seo, D.; Baek, J.-M.; Song, H. D.; Jung, S. J.; Lee, K. J.; Kim, Y. L. Int. J. Hydrogen Energ. 2015, 40, 11779.
Song, Y.; Ma, N.; Ma, X.; Fang, F.; Chen, X.; Guo, Y. Chem. -Eur. J. 2016, 22, 6228.
Schlesinger, H. I.; Ritter, D. M.; Burg, A. B. J. Am. Chem. Soc. 1938, 60, 1296.
Schlesinger, H. I.; Ritter, D. M.; Burg, A. B. J. Am. Chem. Soc. 1938,60, 2297.
Wrackmeyer, B.; Molla, E.; Thoma, P.; Klimkina, E. V.; Tok, O. L.; Bauer, T.; Kempe, R. Z. Anorg. Allg. Chem. 2011, 637, 401.
Malcolm, A. C.; Sabourin, K. J.; McDonald, R.; Ferguson, M. J.; Rivard, E. Inorg. Chem. 2012, 51, 12905.
Helten, H.; Robertson, A. P. M.; Staubitz, A.; Vance, J. R.; Haddow, M. F.; Manners, I. Chem. -Eur. J. 2012, 18, 4665.
Shore, S. G.; Hickam, C. W.; Cowles, D. J. Am. Chem. Soc.1965, 87, 2755.
Shore, S. G.; Hall, C. L.J. Am. Chem. Soc.1966, 88, 5346.
Egan, B. Z.; Shore, S. G. J. Am. Chem. Soc.1961, 83, 4717.
Shore, S. G.; Hall, C. L. J. Am. Chem. Soc. 1967, 89, 3947.
Eastham, J. F.J. Am. Chem. Soc. 1967, 89, 2237.
Shore, S. G. Chapter 3, in:Muetteries, E. L. (Ed.), Boron Hydride Chemistry, 1975, p. 114.
Greenwold, A. A.; Earnshaw, A. Chemistry of the Elements; Pergamon Press:Oxford, New York, 1984; p. 188.
Young, D. E.; Shore, S. G. J. Am. Chem. Soc. 1969,91, 3497.
Beachley, O. T. Inorg. Chem. 1965, 4, 1823.
Parry, R. W. J. Organomet. Chem.2000, 614-615, 5.
Parry, R. W. J. Chem. Educ.1997, 74, 512.
Chen, X.; Zhao, J.-C.; Shore, S. G. Acc. Chem. Res. 2013, 46, 2666.
Chen, X.; Bao, X.; Zhao, J.-C.; Shore, S. G. J. Am. Chem. Soc. 2011, 133, 14172.
Chen, X.; Bao, X.; Billet, B.; Shore, S. G.; Zhao, J.-C. Chem. -Eur. J. 2012, 18, 11994.
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