Synthesis of Nezhaether Based on (η5-Cyclopentadienyl)thallium
Keywords:
Nezhaether,, alkane hydrate, asymmetric coupling, hydroxylation, asymmetric etherAbstract
Due to the structure of cyclohexane, cyclopentane and ether bond, Nezhaether can theoretically form alkane hydrate through hydrogen bond and intermolecular force, which has broad application prospect in seawater desalination, oil and gas storage and transportation, petrochemical industry and other fields. We designed a synthetic route based on (η5-Cyclopentadienyl)thallium, including bromine substitution, asymmetric coupling of Grignard reagent, hydroxylation catalyzed by polysulfone microcapsule osmium tetroxide and synthesis of asymmetric ether.
References
Mohammadi, A.; Manteghian, M.; Mohammadi, A. H. Chem. Eng. Commun. 2017, 204, 1420-1427.
Ho-Van, S.; Bouillot, B.; Douzet, J.; Babakhani, S. M.; Herri, J. M. J. Environ. Chem. Eng. 2019, 7, 103359.
Dirdal, E. G.; Arulanantham, C.; Sefidroodi, H.; Kelland, M. A. Chem. Eng. Sci. 2012, 82, 177-184.
Ho-Van, S.; Bouillot, B.; Douzet, J.; Babakhani, S. M.; Herri, J. M. AIChE J. 2018, 64, 2207-2218.
Bailey, R. T.; Curran, A. H. J. Mol. Struct. 1970, 6, 391-398.
Conway, B. G.; Rausch, M. D. Organometallics 1985, 4, 688-693.
Cahiez, G.; Duplais, C.; Moyeux, A. Org. Lett. 2007, 9, 3253-3254.
Prinsell, M. R.; Everson, D. A.; Weix, D. J. Chem. Comm. 2010, 46, 5743.
Sharpless, K. B.; Amberg, W.; Bennani, Y. L.; Crispino, G. A.; Hartung, J.; Jeong, K. S.; Kwong, H. L.; Morikawa, K.; Wang, Z. M.; Xu, D.; Zhang, X. L. J. Org. Chem. 1992, 57, 2768-2771.
Malla Reddy, S.; Srinivasulu, M.; Venkat Reddy, Y.; Narasimhulu, M.; Venkateswarlu, Y. Tetrahedron Lett. 2006, 47, 5285-5288.
Soták, T.; Magyarová, Z.; Shamzhy, M.; Kubů, M.; Gołąbek, K.; Čejka, J.; Hronec, M. Appl. Catal. A-Gen. 2021, 618, 118122.
Taarning, E.; Osmundsen, C. M.; Yang, X.; Voss, B.; Andersen, S. I.; Christensen, C. H. Energy Environ. Sci. 2011, 4, 793-804.
Richey, H. G. Grignard Reagents: New Developments, John Wiley & Sons, U. K., 1999.
