Matches in SemOpenAlex for { <https://semopenalex.org/work/W2497422459> ?p ?o ?g. }
- W2497422459 endingPage "515" @default.
- W2497422459 startingPage "483" @default.
- W2497422459 abstract "Functional group substitution plays a pivotal role in the synthetic chemistry of aromatic compounds, and one important reaction serving this purpose proceeds through arynes. Formally derived from aromatic rings by removal of two ortho hydrogen atoms, and kinetically unstable, these intermediates find sporadic reference in the early literature — primarily to explain the strange phenomenon of cine substitution. The first decisive evidence came with the observation that equal amounts of anilines (2) and (3) are formed in the reaction of 14C-labeled chlorobenzene with KNH2 in liquid ammonia (equation 1).1 This demonstrated the involvement of a symmetrical intermediate like (1). Additional support for aryne intermediacy was found in its reactions with phenyllithium and in Diels–Alder-type trapping.2 A great deal of work on the generation and reactions of arynes was undertaken in the 1960s, and is covered in a comprehensive monograph by Hoffmann.3 Much of the subsequent work is dealt with in some more recent reviews.4,5" @default.
- W2497422459 created "2016-08-23" @default.
- W2497422459 creator A5078827465 @default.
- W2497422459 date "1991-01-01" @default.
- W2497422459 modified "2023-10-16" @default.
- W2497422459 title "Nucleophilic Coupling with Arynes" @default.
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