K. Gamoh et al., CHROMATOGRAPHIC AND MASS-SPECTROMETRIC STUDIES OF CYCLIC 2-(N,N-DIMETHYLAMINOMETHYL)FERROCENEBORONATES AND RELATED ESTERS, Analytical sciences, 10(5), 1994, pp. 705-711
Cyclic 2-(N,N-dimethylaminomethyl)ferroceneboronate (DMAM-FcB) esters
of a variety of 1,2-diols have been examined by gas and liquid chromat
ography as well as by mass spectrometry. Some comparisons have been ma
de with analogous ferroceneboronate (FcB) esters. Under the conditions
used for reversed-phase high-performance liquid chromatography, more
of the FcB than of the DMAM-FcB esters were stable. Many of the deriva
tives were suitable for gas chromatography; the retention index increm
ents for the dimethylaminomethyl substituent were on the order of 200
units on a methylsilicone phase. A satisfactory separation of diastere
omeric boronates derived from chiral diols could be performed in the s
ame achiral stationary phase. In most instances, the mass spectra of D
MAM-FcB esters showed clear molecular ions along with prominent ions o
f m/z (M-44), resulting from a loss of the (CH3)(2)N radical. Evidence
for the formation of mono- and bis-boronates of ecdysterone was obtai
ned by fast atom bombardment mass spectrometry.