Photoelectron Spectra of Alkyldiaziridine (CROSBI ID 116671)
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Klasinc, Leo ; Mannschreck, Albrecht ; Mintas, Mladen ; McGlynn, Sean P.
engleski
Photoelectron Spectra of Alkyldiaziridine
Hel photoelectron (PES) spectra have been obtained for six trisubstituted and three tetrasubstituted diaziridines: 1, 3, 3-trimethyldiaziridine (1), 1-isopropyl-3, 3-dimethyldiaziridine (2), 1-methylspiro-[diaziridine-3, 1’ -cyclopentane] (3), 1-benzyl-3, 3-dimethyldiaziridine (4), 3-benzyl-1, 3-dimethyl-diaziridine (5), 3, 3-dibenzyl-1-methyldiaziridine (6), tetramethyldiaziridine (7 or Me-1), 1-benzyl-2, 3, 3-trimethyldiaziridine (8 or Me-4) and 3-benzyl-1, 2, 3-trimethyldiaziridine (9 or Me-5). Analysis provided information about the outer valence electronic structures and geometric conformations. The observed splitting of the n+ and n- ionization events indicates that all compounds exist in tran configurations ; the lone pair-lone pair dihedral angel is 100≤  /deg≤ 110 ; and  decreases with substitution. The center of gravity of the two lone-pair ionizations remains fairly constant at E = 9.5 (9.15) eV for trialkyl(tetraalkyl)substitution. N-Alkylation has a much greater effect on the substituents and the para-methoxyphenyl group of 1-(para-methoxybenzyl)-3, 3-dimethyldiaziridine (10) exert negligible influences. The 1, 3, 3-trisubstituted diaziridine (10) decomposes thermaly to form NH3, a reaction described previously only for 3, 3-dialkyl- and 1, 2, 3-trialkyldiaziridines.
alkyldiaziridines; Hel photoelectron spectra; outer valence electronic structures; geometric conformations
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