NEIGHBORING-GROUP PARTICIPATION IN THE GAS-PHASE - INTRAMOLECULAR DEACETALIZATION OF HYDROXYACETALS UNDER THE CONDITIONS OF CHEMICAL IONIZATION

Authors
MATILE S JANOWITZ A GHIRLANDA S LORENZIRIATSCH A HORNI A MORICZ A BIENZ S BILD N WOGGON WD HESSE M
Citation
S. Matile et al., NEIGHBORING-GROUP PARTICIPATION IN THE GAS-PHASE - INTRAMOLECULAR DEACETALIZATION OF HYDROXYACETALS UNDER THE CONDITIONS OF CHEMICAL IONIZATION, Helvetica Chimica Acta, 76(3), 1993, pp. 1305-1310
Citations number
9
Categorie Soggetti
Chemistry
Journal title
Helvetica Chimica Acta → ACNP
ISSN journal
0018019X
Volume
76
Issue
3
Year of publication
1993
Pages
1305 - 1310
Database
ISI
SICI code
0018-019X(1993)76:3<1305:NPITG->2.0.ZU;2-8
Abstract
Under the conditions of chemical ionization (NH3, isobutane, ND3), hyd roxyacetals do not show the expected [M + H]+ signal, but the peak cor responding to the loss of the alcohol component of the acetal. This re action is dependent on the presence of the OH group in the vicinity of the acetal and on the ring size of the heterocycle being formed. M+. is detected to a small extent as a consequence of charge exchange duri ng chemical ionization.