SYNTHESIS, NMR, MOLECULAR MODELING AND X-RAY-ANALYSIS OF A NEW 1,2,3-TRI(4-QUINOLYL) CYCLOPROPANE

The structure of trans-1,2,3-tri(4-quinolyl)cyclopropane has been dete rmined by homonuclear H-1-H-1 COSY and heteronuclear C-13-H-1 chemical shift correlation spectroscopy. This was confirmed by NOE (differenti al NOE and NOESY). The crystal structure (space group (C2/C), a = 26.1 94(2), b = 7.912(2), c = 23.830(1) Angstrom, beta = 96.11(3)degrees) w as solved by X-ray diffraction using the direct method and refined by a least squares procedure. This hd to an R factor of 0.065 for 2810 in dependent reflections. The spatial arrangement of the quinoline rings observed by X-ray and that obtained by computer modeling are conformat ionally consistent.