Catalytic coupling of ethylene and internal olefins by dicationic palladium(II) and platinum(II) complexes: Switching from hydrovinylation to cyclopropane ring formation

Organometallics

Volumn 24, Issue 14, 2005, Pages 3359-3361

  Cucciolito, Maria E ^a   D'Amora, Angela ^a   Vitagliano, Aldo ^a  

^a UNIVERSITY OF NAPLES FEDERICO II   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSTS; DERIVATIVES; ETHYLENE; HYDROCARBONS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OLEFINS; PLATINUM; REACTION KINETICS; TRANSITION METALS;

CYCLOPROPANATION; CYCLOPROPANE RING; HYDROCARBON PRODUCTS; HYDROVINYLATION;

PALLADIUM;

EID: 22444440236     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om050397l     Document Type: Article

References (25)

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11. the known cases appear to involve insertion-elimination steps into M-H bonds rather than direct attack of an external olefin on a coordinated double bond, which seems to be unprecedented (see also: Nomura, N.; Jin, J.; Park, H.; RajanBabu, T. V. J. Am. Chem. Soc. 1998, 720, 459 and references therein).
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16. 2Pd: C, 53.46; H, 4.84; N, 1.64. Found C, 53.10; H, 4.61; N, 1.51.
17. 2, 0.1 mmol of catalyst, 3 mL of substrate) this solvent has the advantage of giving a double-phase system, in which the catalyst works in the nitromethane phase and the products are extracted in the upper hydrocarbon layer. Weakly coordinating solvents such as acetone and propylene carbonate strongly inhibit the reaction.
18. 4, is most likely due to a Brønsted acid catalysis by acidic species generated upon hydrolysis or degradation of the catalyst.
19. ph). Due to the easy loss of ethylene by the compound, we could not obtain a satisfactory elemental analysis.
20. 7 (step iii′) into the olefin complex 2, which by displacement gives (step iv′) the hydrovinylation product 3′.
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24. 2), 142.3 (=CH).
25. 13