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3
-
-
0001279595
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-
For additional structural studies of LiHMDS. see: Nichols, M. A.: Waldmüller. D.; Williard. P. G. J. Am. Chem. Soc. 1994, 116, 1153. Wannagat, U. Adv. Inorg. Chem. Radiochem. 1964, 6. 237. Rogers. R. D.; Atwood, J. L.; Grüning. R. J. Organomet. Chem. 1978, 157, 229. Mootz, D.; Zinnius, A.; Böttcher. B. Angew. Chem.. Int. Ed. Engl. 1969, 8, 378. Renaud, P.; Fox. M. A. J. Am. Chem. Soc: 1988. 110, 5702. Fjeldberg, T.; Lappert, M. F.; Thorne, A. J. J. Mol. Struct. 1984, 125, 265. Fjeldberg, T.; Hitchcock, P. B.; Lappen, M. F.; Thorne, A. J. J. Chem. Soc., Chem. Commun. 1984, 822. Engelhardt, L. M.; May, A. S.; Raston, C. L.; White, A. H. J. Chem. Soc., Dalton Trans. 1983, 1671. Williard. P. G.; Liu, Q,-Y.; Lochmann, L. J. Am. Chem. Soc. 1992, 114, 348. Lochmann, L.; Trekoval. J. J. Organomet. Chem. 1975, 99, 329. Atwood, J. L.; Lappert, M. F.; Leung, W.-P.; Zhang, H. Unpublished, Boche, G.; Langlotz. I.; Marsch, M.; Harms, K.; Frenking, G. Angew. Chem., Int. Ed. Engl. 1993, 32, 1171. Arnett, E. M.; Moe. K. D. J. Am. Chem. Soc. 1991, 113. 7068. See also refs 9, 11, 14, and 17.
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For additional structural studies of LiHMDS. see: Nichols, M. A.: Waldmüller. D.; Williard. P. G. J. Am. Chem. Soc. 1994, 116, 1153. Wannagat, U. Adv. Inorg. Chem. Radiochem. 1964, 6. 237. Rogers. R. D.; Atwood, J. L.; Grüning. R. J. Organomet. Chem. 1978, 157, 229. Mootz, D.; Zinnius, A.; Böttcher. B. Angew. Chem.. Int. Ed. Engl. 1969, 8, 378. Renaud, P.; Fox. M. A. J. Am. Chem. Soc: 1988. 110, 5702. Fjeldberg, T.; Lappert, M. F.; Thorne, A. J. J. Mol. Struct. 1984, 125, 265. Fjeldberg, T.; Hitchcock, P. B.; Lappen, M. F.; Thorne, A. J. J. Chem. Soc., Chem. Commun. 1984, 822. Engelhardt, L. M.; May, A. S.; Raston, C. L.; White, A. H. J. Chem. Soc., Dalton Trans. 1983, 1671. Williard. P. G.; Liu, Q,-Y.; Lochmann, L. J. Am. Chem. Soc. 1992, 114, 348. Lochmann, L.; Trekoval. J. J. Organomet. Chem. 1975, 99, 329. Atwood, J. L.; Lappert, M. F.; Leung, W.-P.; Zhang, H. Unpublished, Boche, G.; Langlotz. I.; Marsch, M.; Harms, K.; Frenking, G. Angew. Chem., Int. Ed. Engl. 1993, 32, 1171. Arnett, E. M.; Moe. K. D. J. Am. Chem. Soc. 1991, 113. 7068. See also refs 9, 11, 14, and 17.
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For additional structural studies of LiHMDS. see: Nichols, M. A.: Waldmüller. D.; Williard. P. G. J. Am. Chem. Soc. 1994, 116, 1153. Wannagat, U. Adv. Inorg. Chem. Radiochem. 1964, 6. 237. Rogers. R. D.; Atwood, J. L.; Grüning. R. J. Organomet. Chem. 1978, 157, 229. Mootz, D.; Zinnius, A.; Böttcher. B. Angew. Chem.. Int. Ed. Engl. 1969, 8, 378. Renaud, P.; Fox. M. A. J. Am. Chem. Soc: 1988. 110, 5702. Fjeldberg, T.; Lappert, M. F.; Thorne, A. J. J. Mol. Struct. 1984, 125, 265. Fjeldberg, T.; Hitchcock, P. B.; Lappen, M. F.; Thorne, A. J. J. Chem. Soc., Chem. Commun. 1984, 822. Engelhardt, L. M.; May, A. S.; Raston, C. L.; White, A. H. J. Chem. Soc., Dalton Trans. 1983, 1671. Williard. P. G.; Liu, Q,-Y.; Lochmann, L. J. Am. Chem. Soc. 1992, 114, 348. Lochmann, L.; Trekoval. J. J. Organomet. Chem. 1975, 99, 329. Atwood, J. L.; Lappert, M. F.; Leung, W.-P.; Zhang, H. Unpublished, Boche, G.; Langlotz. I.; Marsch, M.; Harms, K.; Frenking, G. Angew. Chem., Int. Ed. Engl. 1993, 32, 1171. Arnett, E. M.; Moe. K. D. J. Am. Chem. Soc. 1991, 113. 7068. See also refs 9, 11, 14, and 17.
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For additional structural studies of LiHMDS. see: Nichols, M. A.: Waldmüller. D.; Williard. P. G. J. Am. Chem. Soc. 1994, 116, 1153. Wannagat, U. Adv. Inorg. Chem. Radiochem. 1964, 6. 237. Rogers. R. D.; Atwood, J. L.; Grüning. R. J. Organomet. Chem. 1978, 157, 229. Mootz, D.; Zinnius, A.; Böttcher. B. Angew. Chem.. Int. Ed. Engl. 1969, 8, 378. Renaud, P.; Fox. M. A. J. Am. Chem. Soc: 1988. 110, 5702. Fjeldberg, T.; Lappert, M. F.; Thorne, A. J. J. Mol. Struct. 1984, 125, 265. Fjeldberg, T.; Hitchcock, P. B.; Lappen, M. F.; Thorne, A. J. J. Chem. Soc., Chem. Commun. 1984, 822. Engelhardt, L. M.; May, A. S.; Raston, C. L.; White, A. H. J. Chem. Soc., Dalton Trans. 1983, 1671. Williard. P. G.; Liu, Q,-Y.; Lochmann, L. J. Am. Chem. Soc. 1992, 114, 348. Lochmann, L.; Trekoval. J. J. Organomet. Chem. 1975, 99, 329. Atwood, J. L.; Lappert, M. F.; Leung, W.-P.; Zhang, H. Unpublished, Boche, G.; Langlotz. I.; Marsch, M.; Harms, K.; Frenking, G. Angew. Chem., Int. Ed. Engl. 1993, 32, 1171. Arnett, E. M.; Moe. K. D. J. Am. Chem. Soc. 1991, 113. 7068. See also refs 9, 11, 14, and 17.
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For additional structural studies of LiHMDS. see: Nichols, M. A.: Waldmüller. D.; Williard. P. G. J. Am. Chem. Soc. 1994, 116, 1153. Wannagat, U. Adv. Inorg. Chem. Radiochem. 1964, 6. 237. Rogers. R. D.; Atwood, J. L.; Grüning. R. J. Organomet. Chem. 1978, 157, 229. Mootz, D.; Zinnius, A.; Böttcher. B. Angew. Chem.. Int. Ed. Engl. 1969, 8, 378. Renaud, P.; Fox. M. A. J. Am. Chem. Soc: 1988. 110, 5702. Fjeldberg, T.; Lappert, M. F.; Thorne, A. J. J. Mol. Struct. 1984, 125, 265. Fjeldberg, T.; Hitchcock, P. B.; Lappen, M. F.; Thorne, A. J. J. Chem. Soc., Chem. Commun. 1984, 822. Engelhardt, L. M.; May, A. S.; Raston, C. L.; White, A. H. J. Chem. Soc., Dalton Trans. 1983, 1671. Williard. P. G.; Liu, Q,-Y.; Lochmann, L. J. Am. Chem. Soc. 1992, 114, 348. Lochmann, L.; Trekoval. J. J. Organomet. Chem. 1975, 99, 329. Atwood, J. L.; Lappert, M. F.; Leung, W.-P.; Zhang, H. Unpublished, Boche, G.; Langlotz. I.; Marsch, M.; Harms, K.; Frenking, G. Angew. Chem., Int. Ed. Engl. 1993, 32, 1171. Arnett, E. M.; Moe. K. D. J. Am. Chem. Soc. 1991, 113. 7068. See also refs 9, 11, 14, and 17.
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For additional structural studies of LiHMDS. see: Nichols, M. A.: Waldmüller. D.; Williard. P. G. J. Am. Chem. Soc. 1994, 116, 1153. Wannagat, U. Adv. Inorg. Chem. Radiochem. 1964, 6. 237. Rogers. R. D.; Atwood, J. L.; Grüning. R. J. Organomet. Chem. 1978, 157, 229. Mootz, D.; Zinnius, A.; Böttcher. B. Angew. Chem.. Int. Ed. Engl. 1969, 8, 378. Renaud, P.; Fox. M. A. J. Am. Chem. Soc: 1988. 110, 5702. Fjeldberg, T.; Lappert, M. F.; Thorne, A. J. J. Mol. Struct. 1984, 125, 265. Fjeldberg, T.; Hitchcock, P. B.; Lappen, M. F.; Thorne, A. J. J. Chem. Soc., Chem. Commun. 1984, 822. Engelhardt, L. M.; May, A. S.; Raston, C. L.; White, A. H. J. Chem. Soc., Dalton Trans. 1983, 1671. Williard. P. G.; Liu, Q,-Y.; Lochmann, L. J. Am. Chem. Soc. 1992, 114, 348. Lochmann, L.; Trekoval. J. J. Organomet. Chem. 1975, 99, 329. Atwood, J. L.; Lappert, M. F.; Leung, W.-P.; Zhang, H. Unpublished, Boche, G.; Langlotz. I.; Marsch, M.; Harms, K.; Frenking, G. Angew. Chem., Int. Ed. Engl. 1993, 32, 1171. Arnett, E. M.; Moe. K. D. J. Am. Chem. Soc. 1991, 113. 7068. See also refs 9, 11, 14, and 17.
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For additional structural studies of LiHMDS. see: Nichols, M. A.: Waldmüller. D.; Williard. P. G. J. Am. Chem. Soc. 1994, 116, 1153. Wannagat, U. Adv. Inorg. Chem. Radiochem. 1964, 6. 237. Rogers. R. D.; Atwood, J. L.; Grüning. R. J. Organomet. Chem. 1978, 157, 229. Mootz, D.; Zinnius, A.; Böttcher. B. Angew. Chem.. Int. Ed. Engl. 1969, 8, 378. Renaud, P.; Fox. M. A. J. Am. Chem. Soc: 1988. 110, 5702. Fjeldberg, T.; Lappert, M. F.; Thorne, A. J. J. Mol. Struct. 1984, 125, 265. Fjeldberg, T.; Hitchcock, P. B.; Lappen, M. F.; Thorne, A. J. J. Chem. Soc., Chem. Commun. 1984, 822. Engelhardt, L. M.; May, A. S.; Raston, C. L.; White, A. H. J. Chem. Soc., Dalton Trans. 1983, 1671. Williard. P. G.; Liu, Q,-Y.; Lochmann, L. J. Am. Chem. Soc. 1992, 114, 348. Lochmann, L.; Trekoval. J. J. Organomet. Chem. 1975, 99, 329. Atwood, J. L.; Lappert, M. F.; Leung, W.-P.; Zhang, H. Unpublished, Boche, G.; Langlotz. I.; Marsch, M.; Harms, K.; Frenking, G. Angew. Chem., Int. Ed. Engl. 1993, 32, 1171. Arnett, E. M.; Moe. K. D. J. Am. Chem. Soc. 1991, 113. 7068. See also refs 9, 11, 14, and 17.
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0003454414
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For additional structural studies of LiHMDS. see: Nichols, M. A.: Waldmüller. D.; Williard. P. G. J. Am. Chem. Soc. 1994, 116, 1153. Wannagat, U. Adv. Inorg. Chem. Radiochem. 1964, 6. 237. Rogers. R. D.; Atwood, J. L.; Grüning. R. J. Organomet. Chem. 1978, 157, 229. Mootz, D.; Zinnius, A.; Böttcher. B. Angew. Chem.. Int. Ed. Engl. 1969, 8, 378. Renaud, P.; Fox. M. A. J. Am. Chem. Soc: 1988. 110, 5702. Fjeldberg, T.; Lappert, M. F.; Thorne, A. J. J. Mol. Struct. 1984, 125, 265. Fjeldberg, T.; Hitchcock, P. B.; Lappen, M. F.; Thorne, A. J. J. Chem. Soc., Chem. Commun. 1984, 822. Engelhardt, L. M.; May, A. S.; Raston, C. L.; White, A. H. J. Chem. Soc., Dalton Trans. 1983, 1671. Williard. P. G.; Liu, Q,-Y.; Lochmann, L. J. Am. Chem. Soc. 1992, 114, 348. Lochmann, L.; Trekoval. J. J. Organomet. Chem. 1975, 99, 329. Atwood, J. L.; Lappert, M. F.; Leung, W.-P.; Zhang, H. Unpublished, Boche, G.; Langlotz. I.; Marsch, M.; Harms, K.; Frenking, G. Angew. Chem., Int. Ed. Engl. 1993, 32, 1171. Arnett, E. M.; Moe. K. D. J. Am. Chem. Soc. 1991, 113. 7068. See also refs 9, 11, 14, and 17.
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For additional structural studies of LiHMDS. see: Nichols, M. A.: Waldmüller. D.; Williard. P. G. J. Am. Chem. Soc. 1994, 116, 1153. Wannagat, U. Adv. Inorg. Chem. Radiochem. 1964, 6. 237. Rogers. R. D.; Atwood, J. L.; Grüning. R. J. Organomet. Chem. 1978, 157, 229. Mootz, D.; Zinnius, A.; Böttcher. B. Angew. Chem.. Int. Ed. Engl. 1969, 8, 378. Renaud, P.; Fox. M. A. J. Am. Chem. Soc: 1988. 110, 5702. Fjeldberg, T.; Lappert, M. F.; Thorne, A. J. J. Mol. Struct. 1984, 125, 265. Fjeldberg, T.; Hitchcock, P. B.; Lappen, M. F.; Thorne, A. J. J. Chem. Soc., Chem. Commun. 1984, 822. Engelhardt, L. M.; May, A. S.; Raston, C. L.; White, A. H. J. Chem. Soc., Dalton Trans. 1983, 1671. Williard. P. G.; Liu, Q,-Y.; Lochmann, L. J. Am. Chem. Soc. 1992, 114, 348. Lochmann, L.; Trekoval. J. J. Organomet. Chem. 1975, 99, 329. Atwood, J. L.; Lappert, M. F.; Leung, W.-P.; Zhang, H. Unpublished, Boche, G.; Langlotz. I.; Marsch, M.; Harms, K.; Frenking, G. Angew. Chem., Int. Ed. Engl. 1993, 32, 1171. Arnett, E. M.; Moe. K. D. J. Am. Chem. Soc. 1991, 113. 7068. See also refs 9, 11, 14, and 17.
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For additional structural studies of LiHMDS. see: Nichols, M. A.: Waldmüller. D.; Williard. P. G. J. Am. Chem. Soc. 1994, 116, 1153. Wannagat, U. Adv. Inorg. Chem. Radiochem. 1964, 6. 237. Rogers. R. D.; Atwood, J. L.; Grüning. R. J. Organomet. Chem. 1978, 157, 229. Mootz, D.; Zinnius, A.; Böttcher. B. Angew. Chem.. Int. Ed. Engl. 1969, 8, 378. Renaud, P.; Fox. M. A. J. Am. Chem. Soc: 1988. 110, 5702. Fjeldberg, T.; Lappert, M. F.; Thorne, A. J. J. Mol. Struct. 1984, 125, 265. Fjeldberg, T.; Hitchcock, P. B.; Lappen, M. F.; Thorne, A. J. J. Chem. Soc., Chem. Commun. 1984, 822. Engelhardt, L. M.; May, A. S.; Raston, C. L.; White, A. H. J. Chem. Soc., Dalton Trans. 1983, 1671. Williard. P. G.; Liu, Q,-Y.; Lochmann, L. J. Am. Chem. Soc. 1992, 114, 348. Lochmann, L.; Trekoval. J. J. Organomet. Chem. 1975, 99, 329. Atwood, J. L.; Lappert, M. F.; Leung, W.-P.; Zhang, H. Unpublished, Boche, G.; Langlotz. I.; Marsch, M.; Harms, K.; Frenking, G. Angew. Chem., Int. Ed. Engl. 1993, 32, 1171. Arnett, E. M.; Moe. K. D. J. Am. Chem. Soc. 1991, 113. 7068. See also refs 9, 11, 14, and 17.
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For additional structural studies of LiHMDS. see: Nichols, M. A.: Waldmüller. D.; Williard. P. G. J. Am. Chem. Soc. 1994, 116, 1153. Wannagat, U. Adv. Inorg. Chem. Radiochem. 1964, 6. 237. Rogers. R. D.; Atwood, J. L.; Grüning. R. J. Organomet. Chem. 1978, 157, 229. Mootz, D.; Zinnius, A.; Böttcher. B. Angew. Chem.. Int. Ed. Engl. 1969, 8, 378. Renaud, P.; Fox. M. A. J. Am. Chem. Soc: 1988. 110, 5702. Fjeldberg, T.; Lappert, M. F.; Thorne, A. J. J. Mol. Struct. 1984, 125, 265. Fjeldberg, T.; Hitchcock, P. B.; Lappen, M. F.; Thorne, A. J. J. Chem. Soc., Chem. Commun. 1984, 822. Engelhardt, L. M.; May, A. S.; Raston, C. L.; White, A. H. J. Chem. Soc., Dalton Trans. 1983, 1671. Williard. P. G.; Liu, Q,-Y.; Lochmann, L. J. Am. Chem. Soc. 1992, 114, 348. Lochmann, L.; Trekoval. J. J. Organomet. Chem. 1975, 99, 329. Atwood, J. L.; Lappert, M. F.; Leung, W.-P.; Zhang, H. Unpublished, Boche, G.; Langlotz. I.; Marsch, M.; Harms, K.; Frenking, G. Angew. Chem., Int. Ed. Engl. 1993, 32, 1171. Arnett, E. M.; Moe. K. D. J. Am. Chem. Soc. 1991, 113. 7068. See also refs 9, 11, 14, and 17.
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For additional structural studies of LiHMDS. see: Nichols, M. A.: Waldmüller. D.; Williard. P. G. J. Am. Chem. Soc. 1994, 116, 1153. Wannagat, U. Adv. Inorg. Chem. Radiochem. 1964, 6. 237. Rogers. R. D.; Atwood, J. L.; Grüning. R. J. Organomet. Chem. 1978, 157, 229. Mootz, D.; Zinnius, A.; Böttcher. B. Angew. Chem.. Int. Ed. Engl. 1969, 8, 378. Renaud, P.; Fox. M. A. J. Am. Chem. Soc: 1988. 110, 5702. Fjeldberg, T.; Lappert, M. F.; Thorne, A. J. J. Mol. Struct. 1984, 125, 265. Fjeldberg, T.; Hitchcock, P. B.; Lappen, M. F.; Thorne, A. J. J. Chem. Soc., Chem. Commun. 1984, 822. Engelhardt, L. M.; May, A. S.; Raston, C. L.; White, A. H. J. Chem. Soc., Dalton Trans. 1983, 1671. Williard. P. G.; Liu, Q,-Y.; Lochmann, L. J. Am. Chem. Soc. 1992, 114, 348. Lochmann, L.; Trekoval. J. J. Organomet. Chem. 1975, 99, 329. Atwood, J. L.; Lappert, M. F.; Leung, W.-P.; Zhang, H. Unpublished, Boche, G.; Langlotz. I.; Marsch, M.; Harms, K.; Frenking, G. Angew. Chem., Int. Ed. Engl. 1993, 32, 1171. Arnett, E. M.; Moe. K. D. J. Am. Chem. Soc. 1991, 113. 7068. See also refs 9, 11, 14, and 17.
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For additional structural studies of LiHMDS. see: Nichols, M. A.: Waldmüller. D.; Williard. P. G. J. Am. Chem. Soc. 1994, 116, 1153. Wannagat, U. Adv. Inorg. Chem. Radiochem. 1964, 6. 237. Rogers. R. D.; Atwood, J. L.; Grüning. R. J. Organomet. Chem. 1978, 157, 229. Mootz, D.; Zinnius, A.; Böttcher. B. Angew. Chem.. Int. Ed. Engl. 1969, 8, 378. Renaud, P.; Fox. M. A. J. Am. Chem. Soc: 1988. 110, 5702. Fjeldberg, T.; Lappert, M. F.; Thorne, A. J. J. Mol. Struct. 1984, 125, 265. Fjeldberg, T.; Hitchcock, P. B.; Lappen, M. F.; Thorne, A. J. J. Chem. Soc., Chem. Commun. 1984, 822. Engelhardt, L. M.; May, A. S.; Raston, C. L.; White, A. H. J. Chem. Soc., Dalton Trans. 1983, 1671. Williard. P. G.; Liu, Q,-Y.; Lochmann, L. J. Am. Chem. Soc. 1992, 114, 348. Lochmann, L.; Trekoval. J. J. Organomet. Chem. 1975, 99, 329. Atwood, J. L.; Lappert, M. F.; Leung, W.-P.; Zhang, H. Unpublished, Boche, G.; Langlotz. I.; Marsch, M.; Harms, K.; Frenking, G. Angew. Chem., Int. Ed. Engl. 1993, 32, 1171. Arnett, E. M.; Moe. K. D. J. Am. Chem. Soc. 1991, 113. 7068. See also refs 9, 11, 14, and 17.
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Lithium hexamethyldisilazide and related lithium dialkylamides are important reagents in synthetic organic chemistry. For reviews, see: d'Angelo, J. Tetrahedron 1976, 32, 2979. Heathcock. C. H. In Comprehensive Carbanion Chemistry; Buncel, E., Durst, T., Ed.; Elsevior: New York, 1980: Vol. B, Chapter 4, Cox. P. J.; Simpkins. N. S. Tetrahedron: Asymmety 1991. 2, 1. Asymmetric Synthesis; Morrison. J. D., Ed.; Academic Press: New York, 1983; Vols. 2 and 3. Evans. D. A. In Asymmetric Synthesis: Morrison, J. D., Ed.; Academic Press: New York, 1983: Vol. 3. Chapter 1. Snieckus. V. Chem. Ret: 1990, 90, 879.
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Concentration dependencies suggest the higher oligomer to be tetrameric (ref 11).
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2NEt, 8.0 kcal/mol.
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53
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2NH shows no tendency whatsoever to coordinate to LiHMDS.
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56
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13344275054
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6Li NMR spectroscopy.
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2N-i-Pr in toluene/pentane mixtures is a linear function of the toluene concentration.
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(d) See also ref 26b.
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65
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13344269557
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total is the total monomer concentration. equation presented While the improved fit is not statistically significant, it offers predicted concentrations of the three species as a function of donor solvent concentration.
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66
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13344259205
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note
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n). we obtain a toluene order, n. of 1.3.
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67
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note
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2O show no such hydrocarbon dependencies.
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68
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13344259206
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note
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Quinuclidine in toluene provides solutions of LiHMDS that remain homogeneous for weeks at -70 °C and contain unusually high proportions of monomer. In contrast, pentane solutions of LiHMDS instantly deposit an insoluble powder.
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