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For some examples, see: (a) Jackman, L. M.; Lange, B. C. Tetrahedron 1977, 33, 2737-2769. (b) Jackman, L. M.; Szeverenyi, N. M. J. Am. Chem. Soc. 1977, 99, 4954-4962. (c) Williard, P. G.; Carpenter, G. B. J. Am. Chem. Soc. 1985, 107, 3345-3346. (d) Williard, P. G.; Carpenter, G. B. J. Am. Chem. Soc. 1986, 108, 462-468. (e) Corset, J.; Froment, F.; Lautie, M. F.; Ratovelomanana, N.; Seyden-Penne, J.; Strzalko, R. S. M. C. J. Am. Chem. Soc. 1993, 115, 1684-1694. (f). Seebach, D. Angew. Chem., Int. Ed. Engl. 1988, 27, 1624-1654.
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Seyden-Penne, J.5
Strzalko, R.S.M.C.6
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9
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84990085779
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For some examples, see: (a) Jackman, L. M.; Lange, B. C. Tetrahedron 1977, 33, 2737-2769. (b) Jackman, L. M.; Szeverenyi, N. M. J. Am. Chem. Soc. 1977, 99, 4954-4962. (c) Williard, P. G.; Carpenter, G. B. J. Am. Chem. Soc. 1985, 107, 3345-3346. (d) Williard, P. G.; Carpenter, G. B. J. Am. Chem. Soc. 1986, 108, 462-468. (e) Corset, J.; Froment, F.; Lautie, M. F.; Ratovelomanana, N.; Seyden-Penne, J.; Strzalko, R. S. M. C. J. Am. Chem. Soc. 1993, 115, 1684-1694. (f). Seebach, D. Angew. Chem., Int. Ed. Engl. 1988, 27, 1624-1654.
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For examples, see: (a) Williard, P. G.; Hintze, M. J. J. Am. Chem. Soc. 1990, 112, 8602. (b) Hall, P. L.; Gilchrist, J. H.; Harrison, A. T.; Fuller, D. J.; Collum, D. B. J. Am. Chem. Soc. 1991, 113, 9575. (c) Bach, R. D.; Andres, J. L.; Davis, F. A. J. Org. Chem. 1992, 57, 613. (d) Juaristi, E.; Beck, A. K.; Hansen, J.; Matt, T.; Mukhopadhyay, T.; Simson, M.; Seebach, D. Synthesis 1993, 1271. (e) Wei, Y.; Bakthavatchalam, R.; Jin, X. M.; Murphy, C. K.; Davis, F. A. Tetrahedron Lett. 1993, 34, 3715. (f) Solladie'-Cavallo, A.; Csaky, A. G.; Gantz, I.; Suffert, J. J. Org. Chem. 1994, 59, 5343.
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For examples, see: (a) Williard, P. G.; Hintze, M. J. J. Am. Chem. Soc. 1990, 112, 8602. (b) Hall, P. L.; Gilchrist, J. H.; Harrison, A. T.; Fuller, D. J.; Collum, D. B. J. Am. Chem. Soc. 1991, 113, 9575. (c) Bach, R. D.; Andres, J. L.; Davis, F. A. J. Org. Chem. 1992, 57, 613. (d) Juaristi, E.; Beck, A. K.; Hansen, J.; Matt, T.; Mukhopadhyay, T.; Simson, M.; Seebach, D. Synthesis 1993, 1271. (e) Wei, Y.; Bakthavatchalam, R.; Jin, X. M.; Murphy, C. K.; Davis, F. A. Tetrahedron Lett. 1993, 34, 3715. (f) Solladie'-Cavallo, A.; Csaky, A. G.; Gantz, I.; Suffert, J. J. Org. Chem. 1994, 59, 5343.
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Fuller, D.J.4
Collum, D.B.5
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0000456041
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For examples, see: (a) Williard, P. G.; Hintze, M. J. J. Am. Chem. Soc. 1990, 112, 8602. (b) Hall, P. L.; Gilchrist, J. H.; Harrison, A. T.; Fuller, D. J.; Collum, D. B. J. Am. Chem. Soc. 1991, 113, 9575. (c) Bach, R. D.; Andres, J. L.; Davis, F. A. J. Org. Chem. 1992, 57, 613. (d) Juaristi, E.; Beck, A. K.; Hansen, J.; Matt, T.; Mukhopadhyay, T.; Simson, M.; Seebach, D. Synthesis 1993, 1271. (e) Wei, Y.; Bakthavatchalam, R.; Jin, X. M.; Murphy, C. K.; Davis, F. A. Tetrahedron Lett. 1993, 34, 3715. (f) Solladie'-Cavallo, A.; Csaky, A. G.; Gantz, I.; Suffert, J. J. Org. Chem. 1994, 59, 5343.
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Andres, J.L.2
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15
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0027370981
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For examples, see: (a) Williard, P. G.; Hintze, M. J. J. Am. Chem. Soc. 1990, 112, 8602. (b) Hall, P. L.; Gilchrist, J. H.; Harrison, A. T.; Fuller, D. J.; Collum, D. B. J. Am. Chem. Soc. 1991, 113, 9575. (c) Bach, R. D.; Andres, J. L.; Davis, F. A. J. Org. Chem. 1992, 57, 613. (d) Juaristi, E.; Beck, A. K.; Hansen, J.; Matt, T.; Mukhopadhyay, T.; Simson, M.; Seebach, D. Synthesis 1993, 1271. (e) Wei, Y.; Bakthavatchalam, R.; Jin, X. M.; Murphy, C. K.; Davis, F. A. Tetrahedron Lett. 1993, 34, 3715. (f) Solladie'-Cavallo, A.; Csaky, A. G.; Gantz, I.; Suffert, J. J. Org. Chem. 1994, 59, 5343.
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(1993)
Synthesis
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Juaristi, E.1
Beck, A.K.2
Hansen, J.3
Matt, T.4
Mukhopadhyay, T.5
Simson, M.6
Seebach, D.7
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16
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0027278506
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For examples, see: (a) Williard, P. G.; Hintze, M. J. J. Am. Chem. Soc. 1990, 112, 8602. (b) Hall, P. L.; Gilchrist, J. H.; Harrison, A. T.; Fuller, D. J.; Collum, D. B. J. Am. Chem. Soc. 1991, 113, 9575. (c) Bach, R. D.; Andres, J. L.; Davis, F. A. J. Org. Chem. 1992, 57, 613. (d) Juaristi, E.; Beck, A. K.; Hansen, J.; Matt, T.; Mukhopadhyay, T.; Simson, M.; Seebach, D. Synthesis 1993, 1271. (e) Wei, Y.; Bakthavatchalam, R.; Jin, X. M.; Murphy, C. K.; Davis, F. A. Tetrahedron Lett. 1993, 34, 3715. (f) Solladie'-Cavallo, A.; Csaky, A. G.; Gantz, I.; Suffert, J. J. Org. Chem. 1994, 59, 5343.
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Tetrahedron Lett.
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Wei, Y.1
Bakthavatchalam, R.2
Jin, X.M.3
Murphy, C.K.4
Davis, F.A.5
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0000144480
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For examples, see: (a) Williard, P. G.; Hintze, M. J. J. Am. Chem. Soc. 1990, 112, 8602. (b) Hall, P. L.; Gilchrist, J. H.; Harrison, A. T.; Fuller, D. J.; Collum, D. B. J. Am. Chem. Soc. 1991, 113, 9575. (c) Bach, R. D.; Andres, J. L.; Davis, F. A. J. Org. Chem. 1992, 57, 613. (d) Juaristi, E.; Beck, A. K.; Hansen, J.; Matt, T.; Mukhopadhyay, T.; Simson, M.; Seebach, D. Synthesis 1993, 1271. (e) Wei, Y.; Bakthavatchalam, R.; Jin, X. M.; Murphy, C. K.; Davis, F. A. Tetrahedron Lett. 1993, 34, 3715. (f) Solladie'-Cavallo, A.; Csaky, A. G.; Gantz, I.; Suffert, J. J. Org. Chem. 1994, 59, 5343.
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Csaky, A.G.2
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Suffert, J.4
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Also see: (a) Amstutz, R.; Schweizer, W. B.; Seebach, D.; Dunitz, J. D. Helv. Chim. Acta 1981, 64, 2617-2621. (b) Bauer, W.; Laube, T.; Seebach, D. Chem. Ber. 1985, 118, 764-773. (c) Seebach, D.; Amstutz, R.; Laube, T.; Schweizer, W. B.; Dunitz, J. D. J. Am. Chem. Soc. 1985, 107, 5403-5409. (d) Williard, P. G. J. Am. Chem. Soc. 1988, 110, 7901-7903. (e) Maetzke, T.; Hidber, C. P.; Seebach, D. J. Am. Chem. Soc. 1990, 112, 8248-8250. (f) Pospisil, P. J.; Wilson, S. R.; Jacobsen, E. N. J. Am. Chem. Soc. 1992, 114, 7585-7587. (g) Setzer, W. N.; Schleyer, P. v. R. Adv. Organomet. Chem. 1985, 24, 353-451. (h) Sapse, A.-M., Schleyer, P. v. R., Eds. Lithium Chemistry: A Theoretical and Experimental Overview; John Wiley and Sons: New York, 1995; p 309-311 and references cited therein. (i) Lambert, C.; Schleyer, P. v. R. Methoden Org. Chem. (Houben-Weyl), 4th ed.; 1952-1986 Bd. E19d, pp 1-98 (1993).
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Schweizer, W.B.2
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Dunitz, J.D.4
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19
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84984245609
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Also see: (a) Amstutz, R.; Schweizer, W. B.; Seebach, D.; Dunitz, J. D. Helv. Chim. Acta 1981, 64, 2617-2621. (b) Bauer, W.; Laube, T.; Seebach, D. Chem. Ber. 1985, 118, 764-773. (c) Seebach, D.; Amstutz, R.; Laube, T.; Schweizer, W. B.; Dunitz, J. D. J. Am. Chem. Soc. 1985, 107, 5403-5409. (d) Williard, P. G. J. Am. Chem. Soc. 1988, 110, 7901-7903. (e) Maetzke, T.; Hidber, C. P.; Seebach, D. J. Am. Chem. Soc. 1990, 112, 8248-8250. (f) Pospisil, P. J.; Wilson, S. R.; Jacobsen, E. N. J. Am. Chem. Soc. 1992, 114, 7585-7587. (g) Setzer, W. N.; Schleyer, P. v. R. Adv. Organomet. Chem. 1985, 24, 353-451. (h) Sapse, A.-M., Schleyer, P. v. R., Eds. Lithium Chemistry: A Theoretical and Experimental Overview; John Wiley and Sons: New York, 1995; p 309-311 and references cited therein. (i) Lambert, C.; Schleyer, P. v. R. Methoden Org. Chem. (Houben-Weyl), 4th ed.; 1952-1986 Bd. E19d, pp 1-98 (1993).
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Chem. Ber.
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Bauer, W.1
Laube, T.2
Seebach, D.3
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20
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0000356761
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Also see: (a) Amstutz, R.; Schweizer, W. B.; Seebach, D.; Dunitz, J. D. Helv. Chim. Acta 1981, 64, 2617-2621. (b) Bauer, W.; Laube, T.; Seebach, D. Chem. Ber. 1985, 118, 764-773. (c) Seebach, D.; Amstutz, R.; Laube, T.; Schweizer, W. B.; Dunitz, J. D. J. Am. Chem. Soc. 1985, 107, 5403-5409. (d) Williard, P. G. J. Am. Chem. Soc. 1988, 110, 7901-7903. (e) Maetzke, T.; Hidber, C. P.; Seebach, D. J. Am. Chem. Soc. 1990, 112, 8248-8250. (f) Pospisil, P. J.; Wilson, S. R.; Jacobsen, E. N. J. Am. Chem. Soc. 1992, 114, 7585-7587. (g) Setzer, W. N.; Schleyer, P. v. R. Adv. Organomet. Chem. 1985, 24, 353-451. (h) Sapse, A.-M., Schleyer, P. v. R., Eds. Lithium Chemistry: A Theoretical and Experimental Overview; John Wiley and Sons: New York, 1995; p 309-311 and references cited therein. (i) Lambert, C.; Schleyer, P. v. R. Methoden Org. Chem. (Houben-Weyl), 4th ed.; 1952-1986 Bd. E19d, pp 1-98 (1993).
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Seebach, D.1
Amstutz, R.2
Laube, T.3
Schweizer, W.B.4
Dunitz, J.D.5
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21
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0042458694
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Also see: (a) Amstutz, R.; Schweizer, W. B.; Seebach, D.; Dunitz, J. D. Helv. Chim. Acta 1981, 64, 2617-2621. (b) Bauer, W.; Laube, T.; Seebach, D. Chem. Ber. 1985, 118, 764-773. (c) Seebach, D.; Amstutz, R.; Laube, T.; Schweizer, W. B.; Dunitz, J. D. J. Am. Chem. Soc. 1985, 107, 5403-5409. (d) Williard, P. G. J. Am. Chem. Soc. 1988, 110, 7901-7903. (e) Maetzke, T.; Hidber, C. P.; Seebach, D. J. Am. Chem. Soc. 1990, 112, 8248-8250. (f) Pospisil, P. J.; Wilson, S. R.; Jacobsen, E. N. J. Am. Chem. Soc. 1992, 114, 7585-7587. (g) Setzer, W. N.; Schleyer, P. v. R. Adv. Organomet. Chem. 1985, 24, 353-451. (h) Sapse, A.-M., Schleyer, P. v. R., Eds. Lithium Chemistry: A Theoretical and Experimental Overview; John Wiley and Sons: New York, 1995; p 309-311 and references cited therein. (i) Lambert, C.; Schleyer, P. v. R. Methoden Org. Chem. (Houben-Weyl), 4th ed.; 1952-1986 Bd. E19d, pp 1-98 (1993).
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, pp. 7901-7903
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Williard, P.G.1
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22
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0000595888
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Also see: (a) Amstutz, R.; Schweizer, W. B.; Seebach, D.; Dunitz, J. D. Helv. Chim. Acta 1981, 64, 2617-2621. (b) Bauer, W.; Laube, T.; Seebach, D. Chem. Ber. 1985, 118, 764-773. (c) Seebach, D.; Amstutz, R.; Laube, T.; Schweizer, W. B.; Dunitz, J. D. J. Am. Chem. Soc. 1985, 107, 5403-5409. (d) Williard, P. G. J. Am. Chem. Soc. 1988, 110, 7901-7903. (e) Maetzke, T.; Hidber, C. P.; Seebach, D. J. Am. Chem. Soc. 1990, 112, 8248-8250. (f) Pospisil, P. J.; Wilson, S. R.; Jacobsen, E. N. J. Am. Chem. Soc. 1992, 114, 7585-7587. (g) Setzer, W. N.; Schleyer, P. v. R. Adv. Organomet. Chem. 1985, 24, 353-451. (h) Sapse, A.-M., Schleyer, P. v. R., Eds. Lithium Chemistry: A Theoretical and Experimental Overview; John Wiley and Sons: New York, 1995; p 309-311 and references cited therein. (i) Lambert, C.; Schleyer, P. v. R. Methoden Org. Chem. (Houben-Weyl), 4th ed.; 1952-1986 Bd. E19d, pp 1-98 (1993).
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Maetzke, T.1
Hidber, C.P.2
Seebach, D.3
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23
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0001685656
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Also see: (a) Amstutz, R.; Schweizer, W. B.; Seebach, D.; Dunitz, J. D. Helv. Chim. Acta 1981, 64, 2617-2621. (b) Bauer, W.; Laube, T.; Seebach, D. Chem. Ber. 1985, 118, 764-773. (c) Seebach, D.; Amstutz, R.; Laube, T.; Schweizer, W. B.; Dunitz, J. D. J. Am. Chem. Soc. 1985, 107, 5403-5409. (d) Williard, P. G. J. Am. Chem. Soc. 1988, 110, 7901-7903. (e) Maetzke, T.; Hidber, C. P.; Seebach, D. J. Am. Chem. Soc. 1990, 112, 8248-8250. (f) Pospisil, P. J.; Wilson, S. R.; Jacobsen, E. N. J. Am. Chem. Soc. 1992, 114, 7585-7587. (g) Setzer, W. N.; Schleyer, P. v. R. Adv. Organomet. Chem. 1985, 24, 353-451. (h) Sapse, A.-M., Schleyer, P. v. R., Eds. Lithium Chemistry: A Theoretical and Experimental Overview; John Wiley and Sons: New York, 1995; p 309-311 and references cited therein. (i) Lambert, C.; Schleyer, P. v. R. Methoden Org. Chem. (Houben-Weyl), 4th ed.; 1952-1986 Bd. E19d, pp 1-98 (1993).
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Pospisil, P.J.1
Wilson, S.R.2
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Also see: (a) Amstutz, R.; Schweizer, W. B.; Seebach, D.; Dunitz, J. D. Helv. Chim. Acta 1981, 64, 2617-2621. (b) Bauer, W.; Laube, T.; Seebach, D. Chem. Ber. 1985, 118, 764-773. (c) Seebach, D.; Amstutz, R.; Laube, T.; Schweizer, W. B.; Dunitz, J. D. J. Am. Chem. Soc. 1985, 107, 5403-5409. (d) Williard, P. G. J. Am. Chem. Soc. 1988, 110, 7901-7903. (e) Maetzke, T.; Hidber, C. P.; Seebach, D. J. Am. Chem. Soc. 1990, 112, 8248-8250. (f) Pospisil, P. J.; Wilson, S. R.; Jacobsen, E. N. J. Am. Chem. Soc. 1992, 114, 7585-7587. (g) Setzer, W. N.; Schleyer, P. v. R. Adv. Organomet. Chem. 1985, 24, 353-451. (h) Sapse, A.-M., Schleyer, P. v. R., Eds. Lithium Chemistry: A Theoretical and Experimental Overview; John Wiley and Sons: New York, 1995; p 309-311 and references cited therein. (i) Lambert, C.; Schleyer, P. v. R. Methoden Org. Chem. (Houben-Weyl), 4th ed.; 1952-1986 Bd. E19d, pp 1-98 (1993).
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For a number of ladder-shaped structures are known for lithium amides, see: (a) Armstrong, D. R.; Barr, D.; Clegg, W.; Hodgson, S. M.; Mulvey, R. E.; Reed, D.; Snaith, R.; Wright, D. S. J. Am. Chem. Soc. 1989, 111, 4719. (b) Barr, D.; Clegg, W.; Hodgson, S. M.; Lamming, G. R.; Mulvey, R. E.; Scott, A. J.; Snaith, R.; Wright, D. S. Angew. Chem., Int. Ed. Engl. 1989, 28, 1241-1243. (c) Gregory, K.; Schleyer, P. v. R.; Snaith, R. Adv. Inorg. Chem. 1991, 37, 47. (d) Mulvey, R. E. Chem. Soc. Rev. 1991, 20, 167. (e) Clegg, W.; Horsburgh, L.; Mackenzie, F. M.; Mulvey, R. E. J. Chem. Soc., Chem. Commun. 1995, 2011-2012. (f) For a review, see: Pauer, F.; Power, P. P. In Lithium Chemistry: A Theoretical and Experimental Overview; Sapse, A.-M., Schleyer, P. v. R., Eds.; John Wiley and Sons: New York, 1995; p 295.
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For a number of ladder-shaped structures are known for lithium amides, see: (a) Armstrong, D. R.; Barr, D.; Clegg, W.; Hodgson, S. M.; Mulvey, R. E.; Reed, D.; Snaith, R.; Wright, D. S. J. Am. Chem. Soc. 1989, 111, 4719. (b) Barr, D.; Clegg, W.; Hodgson, S. M.; Lamming, G. R.; Mulvey, R. E.; Scott, A. J.; Snaith, R.; Wright, D. S. Angew. Chem., Int. Ed. Engl. 1989, 28, 1241-1243. (c) Gregory, K.; Schleyer, P. v. R.; Snaith, R. Adv. Inorg. Chem. 1991, 37, 47. (d) Mulvey, R. E. Chem. Soc. Rev. 1991, 20, 167. (e) Clegg, W.; Horsburgh, L.; Mackenzie, F. M.; Mulvey, R. E. J. Chem. Soc., Chem. Commun. 1995, 2011-2012. (f) For a review, see: Pauer, F.; Power, P. P. In Lithium Chemistry: A Theoretical and Experimental Overview; Sapse, A.-M., Schleyer, P. v. R., Eds.; John Wiley and Sons: New York, 1995; p 295.
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For a number of ladder-shaped structures are known for lithium amides, see: (a) Armstrong, D. R.; Barr, D.; Clegg, W.; Hodgson, S. M.; Mulvey, R. E.; Reed, D.; Snaith, R.; Wright, D. S. J. Am. Chem. Soc. 1989, 111, 4719. (b) Barr, D.; Clegg, W.; Hodgson, S. M.; Lamming, G. R.; Mulvey, R. E.; Scott, A. J.; Snaith, R.; Wright, D. S. Angew. Chem., Int. Ed. Engl. 1989, 28, 1241-1243. (c) Gregory, K.; Schleyer, P. v. R.; Snaith, R. Adv. Inorg. Chem. 1991, 37, 47. (d) Mulvey, R. E. Chem. Soc. Rev. 1991, 20, 167. (e) Clegg, W.; Horsburgh, L.; Mackenzie, F. M.; Mulvey, R. E. J. Chem. Soc., Chem. Commun. 1995, 2011-2012. (f) For a review, see: Pauer, F.; Power, P. P. In Lithium Chemistry: A Theoretical and Experimental Overview; Sapse, A.-M., Schleyer, P. v. R., Eds.; John Wiley and Sons: New York, 1995; p 295.
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For other bond lengths, see: Q-C = 1.35 Å, C-C = 1.34 Å (ref 6a).
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