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Photochemistry of three N ‐acetoacetyl amino acid methyl esters: structure elucidation of the radiation products by gas chromatography/mass spectrometry
Author(s) -
Budzikiewicz H.,
Dallakian P.,
Griesbeck A. G.,
Heckroth H.
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(199812)33:12<1256::aid-jms748>3.0.co;2-z
Subject(s) - chemistry , mass spectrometry , gas chromatography , chromatography , gas chromatography–mass spectrometry , organic chemistry
The photochemistry of three N ‐acetoacetylα‐amino acid (valine, tert ‐leucine,isoleucine) methyl esters was investigated. The products after UVirradiation in acetonitrile at 300 nm (direct excitation)were analyzed by gas chromatography coupled with chemical ionizationmass spectrometry. In all cases a complex product mixture was found asthe result of the nπ* excitation of the substrates. The majorreaction paths were Norrish type I reactions and hydrogen atomabstractions with concomitant radical cleavage and radicalrecombination steps. © 1998 John Wiley & Sons,Ltd.