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Selective N,O‐Addition of the TEMPO Radical to Conjugated Boryldienes
Author(s) -
Türkyilmaz Fatma,
Kehr Gerald,
Li Jun,
Daniliuc Constantin G.,
Tesch Matthias,
Studer Armido,
Erker Gerhard
Publication year - 2016
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201509114
Subject(s) - conjugated system , chemistry , organic chemistry , polymer
B(C 6 F 5 ) 2 ‐containing boryldienes 4 underwent the addition of two molar equivalents of TEMPO to give N,O‐bonded four‐membered heterocyclic products 7 . The reaction is a metal‐free example of the generation of reactive nitrogen‐centered TEMPO radical derivatives, in this case by the addition of TEMPO to the borane, followed by carbon–nitrogen bond formation and subsequent trapping of the resulting allyl radical by the second equivalent of TEMPO.