Abstract
This article desribes the application of electrospray ionization mass spectrometry (ESI-MS) to the detection of transient intermediates in the Wittig, Mitsunobu, and STaudinger actions directly from solution. Ionic intermediates in these reactions could be detected directly and zwitterionic intermediates indirectly upon quenching reaction aliquots with acid. For each reaction, intermediates were identified that correlate with those proposed on the basis of 31 P NMR analysis. Furthermore, ESI-MS spectra were uncomplicated by fragmentation of molecular ions and showed unambiguous single peak for each species present and, consequently, interpretation of spectra was straighfforward
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