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Formation of radical anion adducts between dihydroxybenzenes and the matrix under fast atom bombardment
Author(s) -
Madhusudanan K. P.
Publication year - 1998
Publication title -
journal of mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 1076-5174
DOI - 10.1002/(sici)1096-9888(199802)33:2<173::aid-jms623>3.0.co;2-t
Subject(s) - chemistry , adduct , deprotonation , ion , ether , decomposition , medicinal chemistry , lithium (medication) , radical ion , photochemistry , fast atom bombardment , organic chemistry , medicine , endocrinology
Dihydroxybenzenes give rise to anion radical adduct ions with 3‐nitrobenzyl alcohol in addition to the deprotonated adduct ions under fast atom bombardment. 2‐Nitrophenyl octyl ether gives only radical anion adducts, whereas other common matrices give deprotonated adducts. Unimolecular decomposition of [M+NBA‐H] ‐ leads to both [M‐H] ‐ and [NBA‐H] ‐ , the abundances of which depend on the relative acidities of the dihydroxybenzenes. Similarly, [M+NBA] ‐ • decomposes to [M] ‐ • and [NBA] ‐ • , the abundances of which reflect their relative electron affinities. Upon collision‐induced decomposition, [M+NBA‐H] ‐ gives mainly [M‐H] ‐ , whereas [M+NBA] ‐ • produces both [M‐H] ‐ , [M] ‐ • and [NBA] ‐ • . Higher radical anion clusters are also observed. Fast atom bombardment of the lithium‐exchanged dihydroxybenzenes leads to similar radical anion adducts which decompose to give abundant ions corresponding to [M‐H] ‐ , [M+Li‐2H] ‐ and [M+Li‐H+NO 2 ] ‐ . © 1998 John Wiley & Sons, Ltd.