Ethynylmonocarba-closo-dodecaborates: M[12-HCC-closo-1-CB11H11] and M[7,12-(HCC)2-closo-1-CB11H10] (M = Cs+, [Et4N]+)

Journal of Organometallic Chemistry

Volumn 695, Issue 9, 2010, Pages 1337-1345

  Himmelspach, Alexander ^a   Finze, Maik ^a  

^a HEINRICH HEINE UNIVERSITY   (Germany)

Author keywords

Alkynes; Boron; Monocarba closo dodecaborates; NMR spectroscopy; Structure elucidation

Indexed keywords

DESILYLATION; ELEMENTAL ANALYSIS; ETHYNYL; FUNCTIONALIZED; MALDI-MASS SPECTROMETRY; MONOCARBA-CLOSO-DODECABORATES; NMR SPECTROSCOPY; PERTURBATION THEORY; STRUCTURE ELUCIDATION; TETRAETHYLAMMONIUM; THEORETICAL CALCULATIONS; THERMAL PROPERTIES;

ACETYLENE; AMMONIUM COMPOUNDS; BORON; BORON COMPOUNDS; CESIUM; DENSITY FUNCTIONAL THEORY; DIFFERENTIAL SCANNING CALORIMETRY; ELECTRIC CIRCUIT BREAKERS; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; PERTURBATION TECHNIQUES; RAMAN SPECTROSCOPY; SINGLE CRYSTALS; THERMODYNAMIC PROPERTIES; X RAY DIFFRACTION;

NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

EID: 77950218576     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2010.02.011     Document Type: Article

References (78)

1. Körbe S., Schreiber P.J., and Michl J. Chem. Rev. 106 (2006) 5208-5249
2. Kaszynski P. Collect. Czech. Chem. Commun. 64 (1999) 895-926
3. Michl J. Pure Appl. Chem. 80 (2008) 429-446
4. Zhang Y., Huynh K., Manners I., and Reed C.A. Chem. Commun. (2008) 494-496
5. Reed C.A. Acc. Chem. Res. 43 (2010) 121-128
6. Larsen A.S., Holbrey J.D., Tham F.S., and Reed C.A. J. Am. Chem. Soc. 122 (2000) 7264-7272
7. Zhu Y.H., Ching C.B., Carpenter K., Xu R., Selvaratnam S., Hosmane N.S., and Maguire J.A. Appl. Organomet. Chem. 17 (2003) 346-350
8. Crowther D.J., Borkowsky S.L., Swenson D., Meyer T.Y., and Jordan R.F. Organometallics 12 (1993) 2897-2903
9. Moss S., King B.T., de Meijere A., Kozhushkov S.I., Eaton P.E., and Michl J. Org. Lett. 3 (2001) 2375-2377
10. S.H. Strauss, S.V. Ivanov, Colorado State University Research Foundation, WO 02/36557/A2, 2002.
11. Patmore N.J., Hague C., Cotgreave J.H., Mahon M.F., Frost C.G., and Weller A.S. Chem. Eur. J. 8 (2002) 2088-2098
12. Kim K.-C., Reed C.A., Long G.S., and Sen A. J. Am. Chem. Soc. 124 (2002) 7662-7663
13. Douvris C., and Ozerov O.V. Science 321 (2008) 1188-1190
14. Gu W., Haneline M.R., Douvris C., and Ozerov O.V. J. Am. Chem. Soc. 131 (2009) 11203-11212
15. Vyakaranam K., Barbour J.B., and Michl J. J. Am. Chem. Soc. 131 (2009) 3132-3133
16. Wilbur D.S., Hamlin D.K., Srivastava R.R., and Chyan M.K. Nucl. Med. Biol. 31 (2004) 523-530
17. Ol'shevskaya V.A., Zaitsev A.V., Luzgina V.N., Kondratieva T.T., Ivanov O.G., Kononova E.G., Petrovskii P.V., Mironov A.F., Kalinin V.N., Hofmann J., and Shtil A.A. Bioorg. Med. Chem. 14 (2006) 109-120
18. Qin Y., and Bakker E. Anal. Chem. 75 (2003) 6002-6010
19. Vyakaranam K., Körbe S., and Michl J. J. Am. Chem. Soc. 128 (2006) 5680-5686
20. Grüner B., Janoušek Z., King B.T., Woodford J.N., Wang C.H., Všetečka V., and Michl J. J. Am. Chem. Soc. 121 (1999) 3122-3126
21. Franken A., Kilner C.A., Thornton-Pett M., and Kennedy J.D. J. Organomet. Chem. 657 (2002) 176-179
22. Bullen N.J., Franken A., Kilner C.A., and Kennedy J.D. Chem. Commun. (2003) 1684-1685
23. Morris J.H., Henderson K.W., and Ol'shevskaya V.A. J. Chem. Soc., Dalton Trans. (1998) 1951-1959
24. Franken A., Kilner C.A., Thornton-Pett M., and Kennedy J.D. Collect. Czech. Chem. Commun. 67 (2002) 869-912
25. Finze M. Inorg. Chem. 47 (2008) 11857-11867
26. Zakharkin L.I., Kovredov A.I., and Ol'shevskaya V.A. Russ. J. Gen. Chem. 51 (1981) 2422
27. Zakharkin L.I., Kovredov A.I., and Ol'shevskaya V.A. Russ. Chem. Bull. 30 (1981) 1775-1777
28. Zakharkin L.I., Kovredov A.I., Ol'shevskaya V.A., and Shaugumbekova Z.S. J. Organomet. Chem. 226 (1982) 217-222
29. Kumada M., Tamao K., and Sumitani K. J. Am. Chem. Soc. 94 (1972) 4374-4376
30. Tamao K., Sumitani K., Kiso Y., Zembayashi M., Fujioka A., Kodama S., Nakajima I., Minato A., and Kumada M. Bull. Chem. Soc. Jpn. 49 (1976) 1958-1969
31. Jelínek T., Plešek J., Heřmánek S., and Štíbr B. Collect. Czech. Chem. Commun. 51 (1986) 819-829
32. Finze M. Eur. J. Inorg. Chem. (2009) 501-507
33. x-red 1.20, Stoe Data Reduction Program, STOE & Cie GmbH, Darmstadt, Germany, 2000.
34. x-shape 1.06, Crystal Optimization for Numerical Absorption Correction, STOE & Cie GmbH, Darmstadt, Germany, 1999.
35. Sheldrick G.M. shelxs-97, Program for Crystal Structure Solution (1997), Universität Göttingen
36. Sheldrick G.M. Acta Crystallogr., Sect. A 64 (2008) 112-122
37. Sheldrick G.M. shelxl-97, Program for Crystal Structure Refinement (1997), Universität Göttingen
38. Paavola S., Teixidor F., Viñas C., and Kivekäs R. J. Organomet. Chem. 657 (2002) 187-193
39. Farrugia L.J. J. Appl. Crystallogr. 32 (1999) 837-838
40. Brandenburg K. diamond 3.2c, Crystal Impact GbR (2006), Bonn, Germany
41. Kohn W., and Sham L.J. Phys. Rev. A 140 (1965) 1133
42. Becke A.D. Phys. Rev. B: Condens. Matter 38 (1988) 3098-3100
43. Becke A.D. J. Chem. Phys. 98 (1993) 5648
44. Lee C., Yang W., and Parr R.G. Phys. Rev. B: Condens. Matter 41 (1988) 785
45. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery Jr., T. Vrene, K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, C. Gonzalez, J.A. Pople, gaussian 03, Revision D.01, Gaussian, Inc., USA, 2004.
46. Rienstra-Kiracofe J.C., Tschumper G.S., Schaefer III H.F., Nandi S., and Ellison G.B. Chem. Rev. 102 (2002) 231
47. Hättig C., and Weigend F. J. Chem. Phys. 113 (2000) 5154-5161
48. The Corresponding Literature for the Basis Sets can be Found at: .
49. Wolinski K., Hinton J.F., and Pulay P. J. Am. Chem. Soc. 112 (1990) 8251
50. Helgaker T., Watson M., and Handy N.C. J. Chem. Phys. 113 (2000) 9402-9409
51. Sychrovsky V., Grafenstein J., and Cremer D. J. Chem. Phys. 113 (2000) 3530-3547
52. Barone V., Peralta J.E., Contreras R.H., and Snyder J.P. J. Phys. Chem. A 106 (2002) 5607-5612
53. Peralta J.E., Scuseria G.E., Cheeseman J.R., and Frisch M.J. Chem. Phys. Lett. 375 (2003) 452-458
54. Kennedy J.D. In: Mason J. (Ed). Multinuclear NMR (1987), Plenum Press, New York 221
55. 19F-NMR-Spektroskopie Vol. 4 (1994), Georg Thieme Verlag, Stuttgart
56. Douglass A.G., Janousek Z., and Kaszynski P. Inorg. Chem. 37 (1998) 6361-6365
57. Finze M., and Reiss G.J. Acta Crystallogr., Sect. E 65 (2009) o1048
58. Butterick III R., Carroll P.J., and Sneddon L.G. Organometallics 27 (2008) 4419-4427
59. Cordero B., Gomez V., Platero-Prats A.E., Reves M., Echeverria J., Cremades E., Barragan F., and Alvarez S. Dalton Trans. (2008) 2832-2838
60. Shannon R.D. Acta Crystallogr., Sect. A 32 (1976) 751-767
61. Hiller J., Varga V., Thewalt U., and Mach K. Collect. Czech. Chem. Commun. 62 (1997) 1446-1456
62. Berben L.A., and Long J.R. J. Am. Chem. Soc. 124 (2002) 11588-11589
63. Cremer U., and Ruschewitz U. Z. Anorg. Allg. Chem. 630 (2004) 337-343
64. Finster D.C., Hutton W.C., and Grimes R.N. J. Am. Chem. Soc. 102 (1980) 400-401
65. Colquhoun I.J., and McFarlane W. J. Chem. Soc., Dalton Trans. (1981) 2014-2016
66. Venable T.L., Hutton W.C., and Grimes R.N. J. Am. Chem. Soc. 104 (1982) 4716-4717
67. Venable T.L., Hutton W.C., and Grimes R.N. J. Am. Chem. Soc. 106 (1984) 29-37
68. Halstead T.K., Osment P.A., Sanctuary B.C., Tangenfeldt J., and Lowe I.J. J. Magn. Reson. 67 (1986) 267-306
69. Wrackmeyer B. In: Webb G.A. (Ed). Annu. Rep. NMR Spectrosc. vol. 20 (1988), Academic Press, Limited, London, UK 61-203
70. Abragam A. Principles of Nuclear Magnetism (1986), Clarendon Press, Oxford, UK
71. Finze M., Bernhardt E., Terheiden A., Berkei M., Willner H., Christen D., Oberhammer H., and Aubke F. J. Am. Chem. Soc. 124 (2002) 15385-15398
72. Finze M., Bernhardt E., Willner H., and Lehmann C.W. J. Am. Chem. Soc. 127 (2005) 10712-10722
73. Kononova E.G., Bukalov S.S., Leites L.A., Lyssenko K.A., and Ol'shevskaya V.A. Russ. Chem. Bull., Int. Ed. 52 (2003) 85-92
74. Finze M. Chem. Eur. J. 15 (2009) 947-962
75. Zakharkin L.I., Kovredov A.I., and Ol'shevskaya V.A. Russ. Chem. Bull. 31 (1982) 599-602
76. Wedge T.J., Herzog A., Huertas R., Lee M.W., Knobler C.B., and Hawthorne M.F. Organometallics 23 (2004) 482-489
77. Jude H., Disteldorf H., Fischer S., Wedge T., Hawkridge A.M., Arif A.M., Hawthorne M.F., Muddiman D.C., and Stang P.J. J. Am. Chem. Soc. 127 (2005) 12131-12139
78. Fox M.A., Roberts R.L., Baines T.E., Le Guennic B., Halet J.-F., Hartl F., Yufit D.S., Albesa-Jové D., Howard J.A.K., and Low P.J. J. Am. Chem. Soc. 130 (2008) 3566-3578