Acta Phys. -Chim. Sin. ›› 2007, Vol. 23 ›› Issue (12): 1869-1874.doi: 10.3866/PKU.WHXB20071208

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Synthesis, Characterization and Solid-State CD Spectra of the Chiral Bisferrocenyl Ligands

HUANG Xiao-Qing; XUAN Wei-Min; CHEN Lei-Qi; ZHANG Hui; GAO Jing-Xing   

  1. State Key Laboratory for Physical Chemistry of Solid Surface, Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, Fujian Province, P. R. China
  • Received:2007-08-06 Revised:2007-09-03 Published:2007-11-30
  • Contact: ZHANG Hui

Abstract: A pair of novel chiral tetradentate bisferrocenyl ligands [N,N’-bisferrocenylmethyl-N,N’-bis (2-hydroproxypyl)-(1R,2R)-1,2-diphenylethane-diamine(5R), N,N’-bisferrocenylmethyl-N,N’-bis(2-hydroxypropyl)-(1S,2S)-1,2-diphenylethane diamine (5S)] were synthesized fromferrocenylcarboxaldehyde (1) and chiral 1,2-diphenylethane-diamine (2R or 2S) followed by the reduction of the Schiff bases with NaBH4 and subsequent N-alkylation with 1,2-propyleneoxide. All the chiral products (3R-5S) were charactered by elemental analysis, infrared (IR), 1H nuclear magnetic resonance (1H NMR), ultraviolet-visible (UV-Vis) and solid-state circular dichroism (CD) spectra. The solid-state CDspectra reveal that the chiral characteristics of 5R (or 5S) are quite similar with 4R (or 4S) and it is also notable that there are some differences between 5R (or 5S) and 3R (or 3S).

Key words: Synthesis, Chirality, Bisferrocenyl ligand, Solid-state circular dichroismspectroscopy


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