Strong intramolecular secondary Si center dot center dot center dot N bonds in trifluorosilylhydrazines

Vojinovic K, McLachlan LI, Hinchley SL, Rankin DWH, Mitzel NW (2004)
CHEMISTRY-A EUROPEAN JOURNAL 10(12): 3033-3042.

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Zeitschriftenaufsatz | Veröffentlicht | Englisch
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Abstract / Bemerkung
The simple silylhydrazines F3SiN(Me)NMe2 (1), FSi(N(Me)NMe2)(2) (2), and F3SiN(SiMe3)NMe2 (3) have been prepared by reaction of SiF4 with LiN(Me)NMe2 and LiN(SiMe3)NW2, while F3SiN(SnMe3)NMe2 (4) was prepared from SiF4 and (Me3Sn)(2)NNMe2 (5). The compounds were characterized by gas-phase IR and multinuclear NMR spectroscopy (H-1, C-13, N-14/15, F-19, Si-29, Sn-119), as well as by mass spectrometry. The crystal structures of compounds 1-5 were determined by X-ray crystallography. The structures of free molecules I and 3 were determined by gas-phase electron diffraction. The structures of 1, 2, and 4 were also determined by ab initio calculations at the MP2/6-311 + G** level of theory. These structural studies constitute the first experimental proof for the presence of strong Si...N beta-donor-acceptor bonds between the SiF3 and geminal NMe2 groups in silylhydrazines. The strength of these non-classical Si...N interactions is strongly dependent on the nature of the substituent at the alpha-nitrogen atom of the SiNN unit, and has the order 3>4>1. The valence angles at these extremely deformed alpha-nitrogen atoms, and the Si...N distances are (crystal/gas): 1 104.2(1)/106.5(4)degrees, 2.438(1)/2.510(6) Angstrom; 3 83.6(1)/84.9(4)degrees, 2.102(1)/2.135(9) Angstrom; 4 89.6(1)', 2.204(2) Angstrom.
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Zeitschriftentitel
CHEMISTRY-A EUROPEAN JOURNAL
Band
10
Zeitschriftennummer
12
Seite
3033-3042
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Vojinovic K, McLachlan LI, Hinchley SL, Rankin DWH, Mitzel NW. Strong intramolecular secondary Si center dot center dot center dot N bonds in trifluorosilylhydrazines. CHEMISTRY-A EUROPEAN JOURNAL. 2004;10(12):3033-3042.
Vojinovic, K., McLachlan, L. I., Hinchley, S. L., Rankin, D. W. H., & Mitzel, N. W. (2004). Strong intramolecular secondary Si center dot center dot center dot N bonds in trifluorosilylhydrazines. CHEMISTRY-A EUROPEAN JOURNAL, 10(12), 3033-3042. doi:10.1002/chem.200400069
Vojinovic, K., McLachlan, L. I., Hinchley, S. L., Rankin, D. W. H., and Mitzel, N. W. (2004). Strong intramolecular secondary Si center dot center dot center dot N bonds in trifluorosilylhydrazines. CHEMISTRY-A EUROPEAN JOURNAL 10, 3033-3042.
Vojinovic, K., et al., 2004. Strong intramolecular secondary Si center dot center dot center dot N bonds in trifluorosilylhydrazines. CHEMISTRY-A EUROPEAN JOURNAL, 10(12), p 3033-3042.
K. Vojinovic, et al., “Strong intramolecular secondary Si center dot center dot center dot N bonds in trifluorosilylhydrazines”, CHEMISTRY-A EUROPEAN JOURNAL, vol. 10, 2004, pp. 3033-3042.
Vojinovic, K., McLachlan, L.I., Hinchley, S.L., Rankin, D.W.H., Mitzel, N.W.: Strong intramolecular secondary Si center dot center dot center dot N bonds in trifluorosilylhydrazines. CHEMISTRY-A EUROPEAN JOURNAL. 10, 3033-3042 (2004).
Vojinovic, K, McLachlan, LI, Hinchley, SL, Rankin, DWH, and Mitzel, Norbert W. “Strong intramolecular secondary Si center dot center dot center dot N bonds in trifluorosilylhydrazines”. CHEMISTRY-A EUROPEAN JOURNAL 10.12 (2004): 3033-3042.

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Pentafluoroethyl-substituted α-silanes: model compounds for new insights.
Waerder B, Steinhauer S, Reuter CG, Bader J, Neumann B, Stammler HG, Vishnevskiy YV, Hoge B, Mitzel NW., Dalton Trans 44(29), 2015
PMID: 26132269
Inherent stability limits of intramolecular boron nitrogen Lewis acid-base pairs.
Winkelhaus D, Neumann B, Stammler HG, Berger RJ, Vishnevskiy YV, Mitzel NW., Chemistry 18(30), 2012
PMID: 22707351

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