Fluorination of B10H102- with an N-Fluoro Reagent. A New Way to Transform B-H Bonds into B-F Bonds

Inorganic Chemistry

Volumn 35, Issue 24, 1996, Pages 6914-6915

  Ivanov, Sergei V ^a,b   Ivanova, Svetlana M ^a   Miller, Susie M ^a   Anderson, Oren P ^a   Solntsev, Konstantin A ^b   Strauss, Steven H ^a  

^a Veterinary Dentistry and Oral Surgery   (United States)

^b KURNAKOV INSTITUTE OF GENERAL AND INORGANIC CHEMISTRY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000210829     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic961043c     Document Type: Article

References (18)

1. Ivanov, S. V.; Lupinetti, A. J.; Miller, S. M.; Anderson, O. P.; Solntsev, K. A.; Strauss, S. H. Inorg. Chem. 1995, 34, 6419.
2. Ivanov, S. V.; Rockwell, J. J.; Miller, S. M.; Anderson, O. P.; Solntsev, K. A.; Strauss, S. H. submitted for publication.
3. Ivanov, S. V.; Rockwell, J. J.; Miller, S. M.; Anderson, O. P.; Solntsev, K. A.; Strauss, S. H. Manuscript in preparation.
4. (a) Knoth, W. H.; Miller, H. C.; Sauer, J. C.; Balthis, J. H.; Chia, Y. T.; Muetterties, E. L. Inorg. Chem. 1964, 3, 159.
5. (b) Miller, H. C.; Muetterties, E. L. U. S. Patent 3,551,120 (assigned to DuPont), 1970.
6. (c) Solntsev, K. A.; Mebel', A. M.; Votinova, N. A.; Kuznetsov, N. T.; Charkin, O. P. Koord. Khim. 1992, 18, 340.
7. Hawthorne, M. F.; Mavunkal, I. J.; Knobler, C. B. J. Am. Chem. Soc. 1992, 114, 4427.
8. 8 Its chemical name is 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate).
9. F-TEDA fluorinates organic compounds (i.e., C-H bonds) with good yields and regioselectivity: Lal, G. S. J. Org. Chem. 1993, 58, 2791.
10. See Supporting Information for details of the synthesis and purification.
11. 2- is stable to some extent with respect to chemical fragmentation: Middaugh, R. L.; Farha, F., Jr. J. Am. Chem. Soc. 1966, 88, 4147.
12. 2-, δ -242.9, -257.7, -260.3.
13. 2-, δ 0.8 (B2), δ -6.0 (B10), δ -7.6 (B1), δ -25.7 (B7, B8), δ -27.1 (B3, B5), δ -32.9 (B6, B9), δ -38.3 (B4).
14. 2) = 0.070 for all data, 241 refined parameters.
15. (a) Knoth, W. H.; Miller, H. C.; England, D. C.; Parshall, G. W.; Muetterties, E. L. J. Am. Chem. Soc. 1962, 84, 1056.
16. (b) Knoth, W. H.; Sauer, J. C.; England, D. C.; Hertler, W. R.; Muetterties, E. L. J. Am. Chem. Soc. 1964, 86, 3973.
17. (c) Bührens, K.-G.; Preetz, W. J. Chromatogr. 1977, 139, 291 and references therein,
18. (d) Preetz, W.; Nachtigal, C. Z. Anorg. Allg. Chem. 1995, 621, 1632, and references therein.