Catalytic dimerization of norbornadiene and norbornene into hydrocarbons with multiple bridge rings for potential high-density fuels

Coordination Chemistry Reviews - Tập 436 - Trang 213779 - 2021
Chaoqun Zhang1, Xiangwen Zhang1, Ji-jun Zou1, Guozhu Li1
1Key Laboratory for Green Chemical Technology of Ministry of Education, School of Chemical Engineering and Technology, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin University, Tianjin 300072, China

Tài liệu tham khảo

Dzhemilev, 1987, Russ. Chem. Rev., 56, 36, 10.1070/RC1987v056n01ABEH003255 Flid, 2018, Russ. Chem. Rev., 87, 1169, 10.1070/RCR4834 Zhang, 2018, Chem. Eng. Sci., 180, 95, 10.1016/j.ces.2017.11.044 Finkelshtein, 2011, Russ. Chem. Rev., 80, 341, 10.1070/RC2011v080n04ABEH004203 Bren, 1991, Russ. Chem. Rev., 60, 913, 10.1070/RC1991v060n05ABEH001088 Kassaee, 2006, J. Mol. Struct. –Theochem., 763, 13, 10.1016/j.theochem.2006.01.010 Carvalho, 2010, J. Mol. Catal. A: Chem., 333, 46, 10.1016/j.molcata.2010.09.015 Mikus, 2016, Angew. Chem. Int. Ed., 55, 4997, 10.1002/anie.201601004 Tsai, 2012, Acta Crystallogr. Sect. E-struct. Rep. Online, 68 Wu, 2008, J. Comput. Chem., 29, 1250, 10.1002/jcc.20887 Arnold, 1965, J. Am. Chem. Soc., 87, 2596, 10.1021/ja01090a014 Lim, 2016, Org. Lett., 18, 1104, 10.1021/acs.orglett.6b00207 I. Sunoco, G. Suld, US 4275254 (1981). Schrauzer, 1966, J. Am. Chem. Soc., 88, 4890, 10.1021/ja00973a024 Bird, 1961, Tetrahedron Lett., 2, 373, 10.1016/S0040-4039(01)91642-9 A. Schneider, G. Suld, US 4031150 (1975). H.K.M. Jr., A. Schneider, US 4208355(1980). Wu, 2010, J. Comput. Chem., 31, 2248, 10.1002/jcc.21471 Acton, 1972, J. Am. Chem. Soc., 94, 5446, 10.1021/ja00770a048 Mitsudo, 1994, J. Chem. Soc. Chem. Commun., 435, 10.1039/c39940000435 Ballivet-Tkatchenko, 1979, J. Am. Chem. Soc., 101, 2763, 10.1021/ja00504a062 Pillai, 1996, New J. Chem., 20, 677 Mitsudo, 1999, J. Am. Chem. Soc., 121, 1839, 10.1021/ja9835741 Voecks, 1972, J. Org. Chem., 37, 1460, 10.1021/jo00974a045 G. Zoche, US 3377389 (1968). Werner, 1988, Angew. Chem. Int. Ed., 27, 984, 10.1002/anie.198809841 Nguyen, 2008, J. Catal., 258, 5, 10.1016/j.jcat.2008.05.008 Nguyen, 2008, Bull. Korean Chem. Soc., 260, 335 G. Suld, US 4207080 (1980). Lautens, 1995, ChemInform, 26 Huang, 1995, J. Organomet. Chem., 490, C1, 10.1016/0022-328X(94)05335-9 Tenaglia, 1987, J. Mol. Catal., 40, 281, 10.1016/0304-5102(87)80092-5 Mrowca, 1966, J. Am. Chem. Soc., 88, 4073, 10.1021/ja00969a021 Katz, 1969, J. Am. Chem. Soc., 91, 206, 10.1021/ja01029a047 Mitsudo, 2001, Synlett, 2001, 0309, 10.1055/s-2001-11382 Gol'Dshleger, 1994, Russ. Chem. Bull., 43, 1802, 10.1007/BF00696305 Jeong, 2017, Top. Catal., 60, 743, 10.1007/s11244-017-0780-6 Grigoreva, 2015, Chin. J. Catal., 36, 268, 10.1016/S1872-2067(14)60251-5 R.L. Pruett, E.A. Rick, US 3440294 (1969). Kiji, 1974, Cheminform, 47, 2523 E.W. Muller, F.W.A.G.K. Korte, US 3282663 (1966). Scharf, 1967, Tetrahedron Lett., 8, 4227, 10.1016/S0040-4039(00)73001-2 E.L. James, H.K. Myers, S. Abraham, US 4190610A (1980). Zielinski, 2020, Angew. Chem. –Int. Ed. Katz, 1967, J. Org. Chem., 32, 1301, 10.1021/jo01280a004 Chen, 1979, Inorg. Chem., 18, 1864, 10.1021/ic50197a030 B.N. Bastian, G.N. Schrauzer, US 3326993 (1967). lemal, 1961, Tetrahedron Lett., 2, 368, 10.1016/S0040-4039(01)91641-7 Trecker, 1966, J. Am. Chem. Soc., 88, 3021, 10.1021/ja00965a024 Nelsen, 2001, J. Phys. Org. Chem., 14, 847, 10.1002/poc.420 Petit, 1959, J. Am. Chem. Soc., 81, 1266, 10.1021/ja01514a074 Tkatchenko, 1978, J. Mol. Catal., 4, 163, 10.1016/0304-5102(78)80008-X Ballivet-Tkatchenko, 1978, Inorg. Chim. Acta, 30, L289, 10.1016/S0020-1693(00)88981-1 Langenbach, 1979, Chemischer Informationsdienst, 10, 25, 10.1002/chin.197938096 J.R. Thomas, US 4094916 (1978). J.R. Thomas, US 4094917 (1978). Spessard, 1979, J. Org. Chem., 44, 2034, 10.1021/jo01326a034 Leont’eva, 2006, Kinet. Catal., 47, 580, 10.1134/S0023158406040148 Otman, 2008, Kinet. Catal., 49, 479, 10.1134/S0023158408040046 Yoshikawa, 1974, Tetrahedron, 30, 405, 10.1016/S0040-4020(01)97014-0 J. Zou, X. Zhang, L. Wang, CN 103819301A (2015). Dzhemilev, 1991, Bull. Acad. Sci. Ussr Div. Chem. Sci., 40, 2247, 10.1007/BF00961046 Khusnutdinov, 1994, Russ. Chem. Bull., 43, 1871, 10.1007/BF00696319 Khusnutdinov, 1985, Bull. Acad. Sci. Ussr Div. Chem. Sci., 34, 433, 10.1007/BF00951307 Shamsiev, 2013, Russ. J. Org. Chem., 49, 345, 10.1134/S1070428013030056 Flid, 2000, React. Kinet. Catal. Lett., 41, 658 Flid, 2000, React. Kinet. Catal. Lett., 41, 604, 10.1007/BF02754558 Catton, 1976, Inorg. Chim. Acta, 20, L41, 10.1016/S0020-1693(00)94073-8 G. Suld, A. Schneider, H.K. Myers, US 4031150 (1977). Azbel, 1987, J. Mol. Catal., 40, 57, 10.1016/0304-5102(87)80006-8 Sarmentero, 2010, Angew. Chem. Int. Ed., 49, 7489, 10.1002/anie.201003026 Itoh, 1981, ChemInform, 12, 3014 Y. Watanabe, T. Mitsudo, S. Zhang, US 5608131 (1995). Kanai, 1986, Bull. Chem. Soc. Jpn., 59, 1277, 10.1246/bcsj.59.1277 Jennings, 1970, J. Am. Chem. Soc., 92, 3199, 10.1021/ja00713a055 Jongjin, 2018, Appl. Chem. Eng., 29, 185 Kim, 2018, Catal. Today, 303, 71, 10.1016/j.cattod.2017.08.024 M.M. Wu, Y. Xiong, US 5545790A (1993). Bruno, 1982, J. Am. Chem. Soc., 104, 5580, 10.1021/ja00385a003 Szymanskabuzar, 2006, Coord. Chem. Rev., 250, 976, 10.1016/j.ccr.2005.12.002 Malinowska, 2005, J. Mol. Catal. A-chem., 226, 259, 10.1016/j.molcata.2004.10.040 Malinowska, 2007, J. Organomet. Chem., 692, 3994, 10.1016/j.jorganchem.2007.06.013 C.A. Audeh, J.R. Boulton, R.A. Kremer, Y. Xiong, US 5461181 (1995). Mierzwicki, 2011, Chem. Phys. Lett., 510, 115, 10.1016/j.cplett.2011.05.015 Bubennov, 2019, Pet. Chem., 59, 682, 10.1134/S096554411907003X Raskildina, 2015, Pet. Chem., 55, 154, 10.1134/S0965544115020164