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Gas‐Phase Reactions of 1,2‐Dimethylcyclopentene and of 2,6‐Heptanedione with Ozone: Unprecedented Formation of an Ozonide by Ozone Treatment of a Diketone
Author(s) -
Griesbaum Karl,
Miclaus Vasile,
Jung In Chan,
Quinkert RalfOlaf
Publication year - 1998
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199804)1998:4<627::aid-ejoc627>3.0.co;2-n
Subject(s) - ozonide , chemistry , ozonolysis , ozone , gas phase , oxidative cleavage , photochemistry , diketone , organic chemistry , catalysis
Gas‐phase ozonizations of 1,2‐dimethylcyclopentene ( 1 ) and of 2,6‐heptanedione ( 5 ) afforded in each case dimethylcyclopentene ozonide ( 2 ) in low yields. In the ozonization of 1 , diketone 5 was formed as the single major product, along with nine “abnormal” ozonolysis products which were formed by oxidative cleavage of carbon−carbon single bonds.