898263-22-4Relevant academic research and scientific papers
Preparation, characterization, and reactivity of (3-methylpentadienyl) iron(1+) cations
Chaudhury, Subhabrata,Li, Shukun,Bennett, Dennis W.,Siddiquee, Tasneem,Haworth, Daniel T.,Donaldson, William A.
, p. 5295 - 5303 (2007)
The title cations (9 and 12) were prepared by dehydration of (3-methyl-2,4-pentadien-l-ol)Fe(CO)2L+ complexes. The structure of the (CO)2PPh3-ligated 12 was determined by single-crystal X-ray analysis. Reaction of carbon and heteroatom nucleophiles to (3-methylpentadienyl)Fe(CO)3+ cations 9 and 12 proceeds either via attack at the dienyl terminus to give (3-methyl-l,3Z-diene)iron complexes or via attack at the internal carbon, followed by carbon monoxide insertion and reductive elimination to afford 3-methyl-4-substituted cyclohexenones. Cyclohexenone formation was found to be prevalent for addition of stabilized nucleophiles with strongly dissociated counterions to cation 9 (L = CO). Reaction of cation 9 with sodium bis[(-)-8-phenylmenthyl] malonate gave a single diastereomeric cyclohexenone.
