Use of oxirane ring-opening reactions for synthesis of ethylene- bis(indenyl) ligands containing alkene tethers

Synlett

Volumn , Issue 5, 2005, Pages 797-800

  Panarello, Anthony P ^a   Vassylyev, Oleksiy ^a   Khinast, Johannes G ^a  

^a The State University of New Jersey   (United States)

Author keywords

Ethylene bis(indene); Indene; Ligand; Oxirane cleavage; Tethering

Indexed keywords

ALKENE DERIVATIVE; BRIDGED COMPOUND; ETHYLENE DERIVATIVE; ETHYLENE OXIDE DERIVATIVE; INDENE DERIVATIVE; LIGAND;

ALKYLATION; ARTICLE; CATALYST; MOLECULAR STABILITY; QUANTUM YIELD; REACTION ANALYSIS; RING OPENING; SUZUKI REACTION; SYNTHESIS;

EID: 15944373932     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2005-863749     Document Type: Article

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38. General Procedure for Preparation of bis-Indenyl Compounds. Iodide compound (1.05 mol equiv) in THF-hexanes was added dropwise to the solution of 2 (1 mol equiv) in THF at -78 °C during 25 min, and allowed to warm to r.t. overnight. Then the reaction mixture was treated similar to 3.
39. 4. The reaction mixture was then purified by silica gel chromatography to afford the desired coupling product.
40. 2 in THF at 0 °C. Further treatment was similar to 3.
41. 1H NMR spectra. A decrease in the doublet intensity (δ = 6.25-6.15 ppm) is replaced by the alkene isomer peaks that show up as double doublets at δ = 7.00-6,95 and 6.70-6.55 ppm. In addition, a shift in the alkene peak was also observed; from δ = 5.90-5.80 to 5.65-5.75 ppm.
42. Analytical data for novel compounds. Data are reported for compound purity greater than 95% (trace solvent or moisture).