Formation of radical anion adducts between dihydroxybenzenes and the matrix under fast atom bombardment

✍ Scribed by Madhusudanan, K. P.

• Publisher: John Wiley and Sons
• Year: 1998
• Tongue: English
• Weight: 469 KB
• Volume: 33
• Category: Article
• ISSN: 1076-5174
• DOI: 10.1002/(sici)1096-9888(199802)33:2<173::aid-jms623>3.0.co;2-t

✦ Synopsis

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 Ô H ]leads to both [ M Ô H ]and [ NBA Ô H ] -, the abundances of which depend on the relative acidities of the dihydroxybenzenes. Similarly, decomposes to and the abundances of which reÑect their rela-[ M + NBA ] -~[ M ] -~[ NBA ] -~, tive electron affinities. Upon collision-induced decomposition, [ M + NBA Ô H ]gives mainly [ M Ô H ] -, whereas produces both [ M Ô H ] -, and Higher radical anion clusters are also [ M + NBA ] -~[ M ] -~[ NBA ] -~. observed. Fast atom bombardment of the lithium-exchanged dihydroxybenzenes leads to similar radical anion adducts which decompose to give abundant ions corresponding to [ M Ô H ] -, [ M + Li Ô 2H ]and [ M + Li 1998 John Wiley & Sons, Ltd. Ô H + NO 2 ] -.