Reductive coupling of carbonyl compounds using silole and germole dianions

Organometallics

Volumn 20, Issue 26, 2001, Pages 5769-5770

  Liu, Yuxia ^a   Ballweg, David ^a   West, Robert ^a  

^a UNIVERSITY OF WISCONSIN MADISON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CARBONYL COMPOUNDS; GERMOLE DIANIONS; REDUCTIVE COUPLING REACTIONS; SILOLE DIANIONS;

ALDEHYDES; GERMANIUM; KETONES; NEGATIVE IONS; REDUCTION; SILICON; STEREOCHEMISTRY;

ORGANOMETALLICS;

EID: 0035945453     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om0106837     Document Type: Article

References (9)

1. McMurry, J. E.; Fleming, M. P.; Kees, K. L.; Krepski, L. R. J. Org. Chem. 1978, 43, 3255.
2. Furstner, A.; Csuk, R.; Rohrer, C.; Weidmann, H. J. Chem. Soc., Perkin Trans. 1, 1988, 1729.
3. Ephritikhine, M. Chem. Commun. 1998, 2549.
4. Annunziata, R.; Benaglia, M.; Cinquini, M.; Raimondi, L. Eur. J. Org. Chem. 1947, 12, 3369.
5. Substituted (tetraphenyl or fluorenyl) dianions were used rather than unsubstituted metallole dianions because of the instability of the latter. For a review on metalloles, including metallole anions. Dubac, J.; Guerin, C.; Meunier, P. In The Chemistry of Organic Silicon Compounds; Vol. 2; Rappoport, Z., Apeloig, Y., Eds.; Wiley: New York, 1998; Vol. 2, Chapter 34, pp 1961-2036.
6. West, R.; Sohn, H.; Bankwitz, U.; Calabrese, J.; Apeloig, Y.; Mueller, T. J. Am. Chem. Soc. 1995, 117, 11608.
7. West, R.; Sohn, H.; Powell, D. R.; Muller, T.; Apeloig, Y. Angew. Chem., Int. Ed. Engl. 1996, 35, 1002.
8. Liu, Y.; Stringfellow, T. C.; Ballweg, D.; Kozee, M. A.; Guzei, I. A.; West, R. Submitted for publication. Preliminary results have been presented at the 33rd Organosilicon Symposium, April 6-8, 2000, Saginaw, MI; Abstract No. PA-14.
9. 1H FT NMR Spectra; Aldrich Chemical Co.: Milwaukee, WI, 1993; Vol. 2, 336C and 337A.