Olefin metatheses and related reactions initiated by carbene derivatives of metals in low oxidation states

Angewandte Chemie - International Edition

Volumn 44, Issue 20, 2005, Pages 3010-3019

  Katz, Thomas J ^a  

^a Och Spine at New York Presbyterian Hospitals   (United States)

Author keywords

Alkenes; Alkynes; Enynes; Initiators; Metathesis

Indexed keywords

CHEMICAL REACTIONS; DERIVATIVES; INITIATORS (CHEMICAL); MOLYBDENUM; OXIDATION; TUNGSTEN;

CARBENE DERIVATIVES; CARBENES; OLEFIN METATHESES; OXIDATION STATES;

OLEFINS;

EID: 18944371935     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200462442     Document Type: Short Survey

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145. Angew. Chem. Int. Ed. 2004, 43, 395.
146. 1H NMR spectrum of the metal carbene changed significantly and only 2 min were required for the metal carbene in toluene at 25°C to equilibrate 2-pentene, 2-butene, and 3-hexene. After 24 h, 80% of the initial metal carbene was converted into the presumed propylidene analogue, and after another 15 h all the metal carbenes had decomposed, which seems odd.
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151. a) See page 13 of reference [14 a];
152. b) R. R. Schrock in Carbene Chemistry (Ed.: G. Bertrand), Marcel Dekker, New York, 2002, chap. 7, p. 211;
153. c) reference [10 f], p. 251.
154. 2] [sic] was the first well-defined isolable tantalum alkylidene that successfully catalyzed productive metathesis of internal alkenes;
155. b) R. R. Schrock, Chem. Eng. News 2003, 81, 140.
156. R. R. Schrock, Adv. Synth. Catal. 2002, 344, 571.
157. [55] on which it is patterned, are disparaged in reference [14 c].
158. [17]
159. [17]
160. G. A. Rupprecht, L. W. Messerle, J. D. Fellmann, R. R. Schrock, J. Am. Chem. Soc. 1980, 102, 6236.
161. a) K. C. Wallace, J. C. Dewan, R. R. Schrock, Organometallics 1986, 5, 2162;
162. b) K. C. Wallace, A. H. Liu, J. C. Dewan, R. R. Schrock, J. Am. Chem. Soc. 1988, 110, 4964.
163. The contrary, that there are highly efficient tantalum metathesis catalysts, is asserted in reference [16 f].
164. [6 a, 43, 68]
165. S. T. Nguyen, R. H. Grubbs, J. W. Ziller, J. Am. Chem. Soc. 1993, 115, 9858.
166. Reference [10 a] suggests otherwise.