Novel organoborane Lewis acids via selective boron-tin exchange processes - Steric constraints to electrophilic initiation by the boron halide

European Journal of Inorganic Chemistry

Volumn , Issue 6, 1998, Pages 761-769

  Eisch, John J ^a   Kotowicz, Boguslaw W ^a  

^a BINGHAMTON UNIVERSITY   (United States)

Author keywords

Boron; Electrophilic reagents; Lithium; Metal metal exchange; Organometallics; Tin

Indexed keywords

ACETYLENE; BENZENE; CHLORINE COMPOUNDS; DIMERS; ETHYLENE; LITHIUM; THERMOLYSIS; TIN; TIN COMPOUNDS; TOLUENE; XYLENE;

BORON HALIDES; ELECTROPHILIC REAGENTS; EXCHANGE PROCESS; LEWIS ACID; METAL-EXCHANGE; METAL-METAL EXCHANGE; MONODENTATES; O-XYLENE; ORGANO-BORANES; STERIC CONSTRAINT;

ORGANOMETALLICS;

EID: 0000719399     PISSN: 14341948     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1099-0682(199806)1998:6<761::AID-EJIC761>3.0.CO;2-1     Document Type: Article

References (21)

1. J. J. Eisch, A. M. Piotrowski, S. K. Brownstein, E. J. Gabe, F. L. Lee, J. Am. Chem. Soc. 1985, 107, 7219.
2. J. J. Eisch, K. R. Caldwell, S. Werner, C. Krüger, Organometallics 1991, 10, 3417.
3. J. J. Eisch, K. R. Caldwell, Advances in Chemistry, vol. 230, American Chemical Society, Washington, D.C., 1992, pp. 575-590.
4. J. J. Eisch, S. I. Pombrik, G.-X. Zheng, Organometallics 1993, 12, 3856.
5. R. Köster, G. Seidel, K Wagner, B. Wrackmeyer, Chem. Ber. 1993, 126, 305.
6. T. Onak, Organoborane Chemistry, Academic Press, New York, 1975, pp. 24-26.
7. H. Nöth, H. Vahrenkamp, J. Organomet. Chem. 1968, 11, 399.
8. J. J. Eisch, Organometallic Syntheses, vol. 2, Academic Press, New York, 1981, pp. 167-177.
9. M. A. Tinga, G. Schat, O. S. Akkerman, F. Bickelhaupt, E. Horn, H. Kooijman, W. J. J. Smets, A. L. Spek, J. Am. Chem. Soc. 1993, 115, 2808.
10. S. Ijadi-Maghsoodi, Y. Pang, T. J. Barton, J. Poly. Sci. A: Polym. Chem. 1990, 28, 955.
11. A future publication will present the extensive scope and preparative applications of such lithium-tin exchange processes.
12. D. Kaufmann, Chem. Ber. 1987, 120, 901.
13. The feasibility of synthesizing novel boron carbides by the controlled thermolysis of poly(diethylboryl)-substituted precursors is under current study in this laboratory.
14. Previous studies of the properties of cyclic borapolyenes are reported in the following: [14a] J. J. Eisch, J. E. Galle, S. Kozima, J. Am. Chem. Soc. 1986, 108, 379. [14b] J. J. Eisch, B. Shafii, J. D. Odom, A. L. Rheingold, J. Am. Chem. Soc. 1990, 112, 1847. [14c] J. J. Eisch, J.E. Galle, B. Shafii, A.L. Rheingold, Organometallics 1990, 9, 2342.
15. Previous studies of the properties of cyclic borapolyenes are reported in the following: [14a] J. J. Eisch, J. E. Galle, S. Kozima, J. Am. Chem. Soc. 1986, 108, 379. [14b] J. J. Eisch, B. Shafii, J. D. Odom, A. L. Rheingold, J. Am. Chem. Soc. 1990, 112, 1847. [14c] J. J. Eisch, J.E. Galle, B. Shafii, A.L. Rheingold, Organometallics 1990, 9, 2342.
16. Previous studies of the properties of cyclic borapolyenes are reported in the following: [14a] J. J. Eisch, J. E. Galle, S. Kozima, J. Am. Chem. Soc. 1986, 108, 379. [14b] J. J. Eisch, B. Shafii, J. D. Odom, A. L. Rheingold, J. Am. Chem. Soc. 1990, 112, 1847. [14c] J. J. Eisch, J.E. Galle, B. Shafii, A.L. Rheingold, Organometallics 1990, 9, 2342.
17. A critical review of the nature and extent of π bonding between boron and carbon centers has recently appeared: J. J. Eisch, Advances in Organometallic Chemistry, vol. 39, Academic Press, Orlando, 1995, pp. 355-391.
18. J. J. Eisch, Organometallic Syntheses, vol. 2, Academic Press, New York, 1981, pp. 1-84.
19. The dilithioethyne available commercially proved to be totally unsuitable for the preparations of 3 and of 15.
20. C. D. Schaeffer, Jr., J. J. Zuckerman, J Organomet. Chem. 1973, 55, 97.
21. R. Clement, C R. Acad. Sci. Paris 1965, 261, 4436.