W. Caminati et al., CONFORMATION AND STABILITY OF ADDUCTS OF CYCLIC AMMINES WITH WATER - FREE JET ABSORPTION MILLIMETER-WAVE SPECTRUM OF PYRROLIDINE-WATER, Journal of the American Chemical Society, 120(11), 1998, pp. 2616-2621
The free jet millimeter wave absorption spectra of the 1:1 complexes b
etween two isotopomers of pyrrolidine (normal and N-D) and four isotop
omers of water (H2O, HOD, D2O, and (H2O)-O-18) have been assigned. Alt
hough only the rotational spectrum of axial-pyrrolidine has been previ
ously reported, the adduct is formed with equatorial-pyrrolidine. The
water molecule lies in the plane of symmetry of pyrrolidine; the water
hydrogen involved in the hydrogen bond is axial with respect to the r
ing, while the ''free'' hydrogen is entgegen to the ring. The three at
oms involved in the hydrogen bond adopt a bent arrangement with a N-ri
ng... H distance of about 1.89 Angstrom and angle(N-ring... H-O) congr
uent to 163 degrees.