Novel cesium contact ion multiples with tetraphenylethanediyl and 1,1,4,4-tetraphenyIbutadiene-2,3-diyl π-dianions: Crystallization and structure

Organometallics

Volumn 15, Issue 6, 1996, Pages 1527-1529

  Bock, Hans ^a   Hauck, Tim ^a   Näther, Christian ^a  

^a GOETHE UNIVERSITY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0013034206     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om950686h     Document Type: Article

References (31)

1. Interactions in Crystals. 86. Part 85: Näther, C.; Bock, H.; Claridge, R. F. C. Helv. Chim. Acta, in press, and literature cited therein.
2. Interactions in Crystals. 86. Part 85: Näther, C.; Bock, H.; Claridge, R. F. C. Helv. Chim. Acta, in press, and literature cited therein.
3. (a) Bock, H.; Ruppert, K.; Näther, C.; Havlas, Z.; Hermann, H.-F.; Arad, C.; Göbel, I.; John, A.; Meuret, J.; Nick, S.; Rauschenbach, A.; Seitz, W.; Vaupel, T.; Solouki, B. Angew. Chem. 1992, 104, 565; Angew. Chem., Int. Ed. Engl. 1992, 31, 550.
4. (a) Bock, H.; Ruppert, K.; Näther, C.; Havlas, Z.; Hermann, H.-F.; Arad, C.; Göbel, I.; John, A.; Meuret, J.; Nick, S.; Rauschenbach, A.; Seitz, W.; Vaupel, T.; Solouki, B. Angew. Chem. 1992, 104, 565; Angew. Chem., Int. Ed. Engl. 1992, 31, 550.
5. (b) Weiss, E. Angew. Chem. 1993, 105, 1670; Angew. Chem., Int. Ed. Engl. 1993, 32, 1501.
6. (b) Weiss, E. Angew. Chem. 1993, 105, 1670; Angew. Chem., Int. Ed. Engl. 1993, 32, 1501.
7. (c) Schade, C.; von Rague-Schleyer, P. Adv. Organomet. Chem. 1987, 27, 169. Setzer, W. N.; von Rague-Schleyer, P. Adv. Organomet. Chem. 1985, 24, 353.
8. (c) Schade, C.; von Rague-Schleyer, P. Adv. Organomet. Chem. 1987, 27, 169. Setzer, W. N.; von Rague-Schleyer, P. Adv. Organomet. Chem. 1985, 24, 353.
9. (d) Bock, H. Mol. Cryst. Liq. Cryst. 1994, 240, 155; Jahrb. Dtsch. Akad. Naturforsch. Leopoldina 1992, 38, 221.
10. (d) Bock, H. Mol. Cryst. Liq. Cryst. 1994, 240, 155; Jahrb. Dtsch. Akad. Naturforsch. Leopoldina 1992, 38, 221.
11. (e) Bock, H.; Näther, C.; Havlas, Z.; John, A.; Arad, C, Angew. Chem. 1994,106, 931; Angew. Chem., Int. Ed. Engl. 1994, 33, 875.
12. (e) Bock, H.; Näther, C.; Havlas, Z.; John, A.; Arad, C, Angew. Chem. 1994,106, 931; Angew. Chem., Int. Ed. Engl. 1994, 33, 875.
13. (f) Bock, H.; Hauck, T.; Näther, C.; Rösch, N.; Staufer, M.; Häberlen, O. D. Angew. Chem. 1995, 107, 1439; Angew. Chem., Int. Ed. Engl. 1995, 34, 1353. See also references cited therein for each.
14. (f) Bock, H.; Hauck, T.; Näther, C.; Rösch, N.; Staufer, M.; Häberlen, O. D. Angew. Chem. 1995, 107, 1439; Angew. Chem., Int. Ed. Engl. 1995, 34, 1353. See also references cited therein for each.
15. 6 by: Eaborn, C.; Hitchcock, P. B.; Izod, K.; Smith, D. J. Angew. Chem. 1995, 107, 756; Angew. Chem., Int. Ed. Engl. 1995, 34, 687.
16. 6 by: Eaborn, C.; Hitchcock, P. B.; Izod, K.; Smith, D. J. Angew. Chem. 1995, 107, 756; Angew. Chem., Int. Ed. Engl. 1995, 34, 687.
17. 6 by: Eaborn, C.; Hitchcock, P. B.; Izod, K.; Smith, D. J. Angew. Chem. 1995, 107, 756; Angew. Chem., Int. Ed. Engl. 1995, 34, 687.
18. -]: Zhou, O.; Fischer, J. E.; Coustel, N.; Kycia, S.; Zhu, Q.; McGhie, A. R.; Romanow, W. J.; McCauley, J. P.; Smith, A. B.; Cox, D. E. Nature (London) 1991,351, 462.
19. 2]∞: Hoffmann, D.; Bauer, W.; Schleyer, P. v. R.; Pieper, U.; Stalke, D. Organometallics 1993, 12, 1193.
20. 3
21. 3
22. . (5) The well-known "cesium effect" in macrocyclic syntheses (cf. e.g. Dietrich, B.; Viout, P.; Lehn, J. M. Macrocyclic Chemistry; VCH Verlag: Weinheim, Germany, 1993; pp 114-118) has, to the best of our knowledge, not yet extended to organocesium derivatives.
23. Cf.; Bock, H.; Ruppert, K. Inorg. Chem. 1992, 31, 5094 and references cited therein.
24. General procedure for Cs metal reduction of π-hydrocarbons in aprotic ether solution: About 2 mmol each of Cs metal and compound are placed under argon together with 20 mL of diglyme, freshly distilled from Na/K alloy, in a carefully dried Schlenk trap. After 3 days most of the metal has vanished and, after the deeply colored solution has been covered four times with 5 mL layers of n-hexane, after 6 days the highly air-sensitive crystals are harvested under argon.
25. 0)) = 0.0534, wR2 = 0.1258 for all 3125 reflections. Bond distances (Å) and angles (deg): C1-C2, 1.51(1); C1-C11, 1.45-(1); C2-C21, 1.43(1); C11-C1-C11A, 1.27(1); C21-C2-C21A, 1.23-(1); Cs1-01, 3.06(1); Cs1-02, 3.19(1); Cs1-O3, 3.00(1); Cs1-C26, 3.45(1); Cs1-C16, 3.48(1); Cs1-C15, 3.50(1); Cs1-C12, 3.53(1); Cs1-C11, 3.55(1); Cs1-C13, 3.55(1); C26C-Cs1, 3.57(1); Cs1-C14; 3.57-(1), Cs1-C25, 3.58(1); C12B-Cs1, 3.58(1); C13B-Cs1, 3.73(1); C25C-Cs1, 3.83(1).
26. 0)) = 0.0352, wR2 = 0.0928 for all 7323 reflections. Bond distances (Å) and angles (deg): C1-C2, 1.452(4); C1-C1A, 1.382(6); C2-C10, 1.444(4); C2-C20, 1.460(4); C1A-C1-C2, 1.293(4); C10-C2-C20, 1.213(2); Cs1-O4A, 2.825(2); Cs1-O3, 3.099(3); Cs1-02, 3.149(3); Cs1-O1, 3.240(3); Cs1-C2A, 3.269(3); Cs1-05, 3.353(3); Cs1-C10A, 3.464(3); Cs1-C11, 3.533(3); Cs1-C20A, 3.612(3); Cs1- . C1A, 3.694(3); Cs1-C21, 3.707(4); Cs2-04A, 2.890(3); Cs2-O4, 2.922-(3); Cs2-O5, 3.206(3); Cs2-C2, 3.251(3); Cs2-O2A, 3.328(3); Cs2-C1, 3.487(3); Cs2-C25, 3.560(3); Cs2-C1, 3.719(3); Cs2-C20, 3.573(3); Cs2-C10, 3.576(3).
27. Bock, H.; Ruppert, K.; Merzweiler, K.; Fenske, D.; Goesmann, H. Angew. Chem. 1989,100, 1715; Angew. Chem., Int. Ed. Engl. 1989, 18, 1684.
28. Bock, H.; Ruppert, K.; Merzweiler, K.; Fenske, D.; Goesmann, H. Angew. Chem. 1989,100, 1715; Angew. Chem., Int. Ed. Engl. 1989, 18, 1684.
29. Bock, H.; Näther, C.; Ruppert, K. J. Chem. Soc., Chem. Commun. 1992, 765.
30. Bock, H.; Hauck, T.; Näther, C. Unpublished results.
31. Bock, H.; Näther, C.; Ruppert, K.; Havlas, Z. J. Am. Chem. Soc. 1992, 114, 6907.