Catalytic coupling of terminal alkynes with isonitriles promoted by organoactinide complexes

Journal of the American Chemical Society

Volumn 126, Issue 35, 2004, Pages 10860-10861

  Barnea, Eyal ^a   Andrea, Tamer ^a   Kapon, Moshe ^a   Berthet, Jean Claude ^b   Ephritikhine, Michel ^b   Eisen, Moris S ^a  

^a TECHNION ISRAEL INSTITUTE OF TECHNOLOGY   (Israel)

^b CNRS URA 331   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ACTINIDE; ALKYNE; ISONITRILE DERIVATIVE; ORGANOACTINIDE COMPLEX; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL REACTION; CRYSTAL STRUCTURE;

EID: 4444271324     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja046604a     Document Type: Article

References (21)

1. For examples of catalytic activity of organoactinides in hydrogenation, see: Lin, Z.; Marks, T. J. J. Am. Chem. Soc. 1990, 112, 5515 and references therein.
2. For examples of catalytic activity of organoactinides in oligomerizations, or controlled dimerizations, see: (a) Haskel, A.; Straub, T.; Dash, A. K.; Eisen, M. S. J. Am. Chem. Soc. 1999, 121, 3014 and references therein,
3. (b) Haskel, A.; Wang, J. Q.; Straub, T.; Neyroud, T. G.; Eisen, M. S. J. Am. Chem. Soc. 1999, 121, 3025 and references therein.
4. For recent examples of catalytic activity of organoactinides in hydroamination, see: (a) Stubbert, D. B.; Stern, C. L.; Marks, T. J. Organometallics 2003, 22, 836.
5. (b) Wang, J.; Dash, A. K.; Kapon, M.; Berthet, J. C.; Ephritikhine, M.; Eisen, M. S. Chem.-Eur. J. 2002, 8, 5384.
6. (c) Straub, T.; Haskel, A.; Neyroud, T. G.; Kapon, M.; Botoshansky, M.; Eisen, M. S. Organometallics 2001, 20, 5017 and references therein.
7. For examples of catalytic activity of organoactinides in hydrosilylation, see: Dash, A. K.; Gourevich, I.; Wang, J. Q.; Wang, J.; Kapon, M.; Eisen, M. S. Organometallics 2001, 20, 5084.
8. (a) Martins, A. M.; Ascenso, J. R.; De-Azevedo, C. G.; Dias, A. R.; Duarte, M. T.; Da-Silva, J. F.; Veiros, L. F.; Rodrigues, S. S. Organometallics 2003, 22, 4218.
9. (b) Takei, F.; Yanai, K.; Onitsuka, K.; Takahashi, S. Chem-Eur. J. 2000, 6, 983.
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16. 2 (all data) = 0.0575.
17. For a review on 1,1-insertions into a metal-carbon bond, see: Kayaki, Y.; Yamamoto, A. Curr. Methods Inorg. Chem. 2003, 3, 373.
18. For examples of stoichiometric 1,1-insertion of isonitriles into an actinide-carbon bond, see: (a) Dormond, A.; Aaliti, A.; Elbouadili, A.; Moise, C. J. Organomet. Chem. 1987, 329, 187.
19. (b) Moloy, K. G.; Fagan, P. J.; Manriquez, J. M.; Marks, T. J. J. Am. Chem. Soc. 1986, 108, 3939.
20. Isomerization of isonitrile to nitrile was studied; see: Meier, M.; Muller, B.; Ruchart, C. J. Org. Chem. 1987, 52, 648.
21. This complex has been characterized for both Th and U. See ref 3.