157204-89-2Relevant academic research and scientific papers
Chiral Cyclopentadienyl Catalysts. Part 3. Synthesis and Reactions of (S)-1-(1-dimethylaminoethyl)-2-(2,3,4,5-tetramethylcyclopenta-1,3-dienyl)benzene; Crystal Structure of 5-C5Me4C6H4CH(Me)NMe2>Cl2>
Adams, Harry,Bailey, Neil A.,Colley, Martin,Schofield, Peter A.,White, Colin
, p. 1445 - 1452 (1994)
The synthesis of (S)-1-(1-dimethylaminoethyl)-2-(2,3,4,5-tetramethylcyclopenta-1,3-dienyl)benzene (HL) and its reactions with and IrCl3*3H2O have been performed.Compound HL also reacts with RhCl3*3H2O to give a mixture of 5-C5Me4C6H4CH(Me)NMe2>Cl2> 1 and 5-C5Me4C6H4CH(Me)NMe2*HCl>Cl2>2> 2.A single-crystal X-ray diffraction study of 1 was carried out: the compound crystallises in the orthorhombic, space group P212121 (D24, no. 19) with a = 8.691(6), b = 15.803(15), c = 13.840(10) Angstroem and Z = 4; R = 0.0657.Interconversion between 1 and 2 can be effected readily using HCl or base respectively.Other aspects of the chemistry of 1 have been investigated including its conversion into 5-C5Me4C6H4CH(Me)NMe2>(C2H4)2> in which rotation of the co-ordinated ethene molecules has been estimated by 1H NMR spectroscopy to have a free energy of activation (ΔG(excit.)) = 67.2 kJ mol-1.In contrast to 1, the methylated derivative 5-C5Me4C6H4CH(Me)NMe3(1+)BF4(1-)>Cl2> functions as a hydrogenation catalyst but with prochiral alkenes the optical yields were low (/= 8percent enantiomeric excess).
