Donor-stabilized silyl cations. 9. Two dissociation patterns of hexacoordinate silicon complexes: A model nucleophilic substitution at pentacoordinate silicon
Hexacoordinate silicon bischelates with bulky monodentate alkyl ligands tend to ionize, while those with electron-withdrawing CF3 substituents on the chelate rings resist ionization. A hexacoordinate silicon complex with both of these structural features was prepared and was found, by its temperatur...
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| Published in | Organometallics Vol. 24; no. 12; pp. 2913 - 2920 |
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| Main Authors | , , , , , , , , , |
| Format | Journal Article |
| Language | English |
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Amer Chemical Soc
06.06.2005
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| Abstract | Hexacoordinate silicon bischelates with bulky monodentate alkyl ligands tend to ionize, while those with electron-withdrawing CF3 substituents on the chelate rings resist ionization. A hexacoordinate silicon complex with both of these structural features was prepared and was found, by its temperature-dependent Si-29 NMR spectroscopy, to undergo a reversible neutral dissociation of the N -> Si dative bond, which satisfies both tendencies. The results are supported by crystallographic structure analyses and by nonempirical MO calculations of isodesmic reaction energies. |
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| AbstractList | Hexacoordinate silicon bischelates with bulky monodentate alkyl ligands tend to ionize, while those with electron-withdrawing CF3 substituents on the chelate rings resist ionization. A hexacoordinate silicon complex with both of these structural features was prepared and was found, by its temperature-dependent Si-29 NMR spectroscopy, to undergo a reversible neutral dissociation of the N -> Si dative bond, which satisfies both tendencies. The results are supported by crystallographic structure analyses and by nonempirical MO calculations of isodesmic reaction energies. |
| Author | Silbert, G Adear, K Sivaramakrishna, A Deuerlein, S Kocher, N Stalke, D Voronkov, MG Gostevskii, B Kalikhman Kost, D |
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| Keywords | REARRANGEMENT STEREODYNAMICS INTRAMOLECULAR BASE STABILIZATION TEMPERATURE IONIC DISSOCIATION EQUILIBRIUM NEUTRAL HEXACOORDINATE LIGAND BOND SALTS |
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| References | Kocher, N (WOS:000221135400042) 2004; 126 Kalikhman, I (WOS:000178522200028) 2002; 21 Kost, D (WOS:000073544000020) 1998; 120 BASSINDALE AR (WOS:000229574600012.2) 1989 KALIKHMAN, ID (WOS:A1984SF39400057) 1984; 54 Becke, A. D. (INSPEC:4414853) 1993; 98 VERKADE, JG (WOS:A1994PW81800008) 1994; 137 Peveling, K (WOS:000220321200008) 2004; 23 Gostevskii, B (WOS:000223241000036) 2004 LUKEVICS E (WOS:000229574600012.31) 1996; 32 Kost, D (WOS:000181526400011) 2003; 42 Wagler, J (WOS:000225456000028) 2004; 23 KOTTKE, T (WOS:A1993LU53700018) 1993; 26 Kost, D (WOS:000179980500008) 2002; 15 Kottke, T (WOS:A1996VF65000022) 1996; 29 Kalikhman, I (WOS:000168912000038) 2001; 123 Nakash, M (WOS:000220286400034) 2004; 126 FRISCH J (WOS:000229574600012.8) 1998 TACKE R (WOS:000229574600012.42) 2003 Tacke, R (WOS:000083053600005) 1999; 44 HANDWERKER, H (WOS:A1993LG15800028) 1993; 12 SHELDRICK GM (WOS:000229574600012.38) 2000 TANDURA, SN (WOS:A1986C852400003) 1986; 131 Kingston, V (WOS:000169670000018) 2001 Stalke, D (WOS:000074059200001) 1998; 27 Kalikhman, I (WOS:000176129500034) 2002; 21 Kost, D (WOS:000222465800001) 2004; 50 Sheldrick, GM (WOS:000347804100002) 2015; 71 PROBST, R (WOS:A1991GG66800014) 1991; 30 Chuit, C (CCC:000083398500004) 1999 KOST, D (WOS:A1995TG44600015) 1995; 117 Wagler, J (WOS:000175900500015) 2002; 41 Kano, N (WOS:000171860700054) 2001; 123 STEPHENS, PJ (WOS:A1994PQ94400001) 1994; 98 Wagler, J (WOS:000221307200025) 2004; 43 Timoshkin, AY (WOS:000181219700015) 2002; 72 Kost, D (CCC:000076993000023) 1998; 2 BRUK AXS INC (WOS:000229574600012.1) 2000 SHELDRICK, GM (WOS:A1990DJ92700008) 1990; 46 HARIHARA.PC (WOS:A1973O806700001) 1973; 28 Holmes, RR (WOS:A1996UK40100002) 1996; 96 FRANCL, MM (WOS:A1982PH37200045) 1982; 77 BROOK MA (WOS:000229574600012.4) 2000 GAUSS, J (WOS:A1992HQ85400018) 1992; 191 Pestunovich, V (CCC:000076993000024) 1998; 2 Kost, D (WOS:000175734300021) 2002; 21 CARRE, F (WOS:A1989U800500031) 1989; 28 Gostevskii, B (WOS:000223690200004) 2004; 23 Peveling, K (WOS:000171951700033) 2001; 20 |
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| Title | Donor-stabilized silyl cations. 9. Two dissociation patterns of hexacoordinate silicon complexes: A model nucleophilic substitution at pentacoordinate silicon |
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