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Generation of a Heterocyclic 1,3‐Cyclopentanediyl Radical Cation by Chemically Induced Electron Transfer Oxidation and Pulse Radiolysis
Author(s) -
Adam Waldemar,
Kammel Thomas,
Steenken Steen
Publication year - 1996
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199605431
Subject(s) - deprotonation , radiolysis , proton , photochemistry , ring (chemistry) , chemistry , radical ion , alkyl , electron transfer , electron , pulse (music) , radical , ion , medicinal chemistry , organic chemistry , physics , quantum mechanics , engineering , detector , electrical engineering
Instead of the 1,2‐alkyl migration well‐established for carbocyclic analogues, the 1,3‐radical cation 1 ˙+ , generated from the corresponding housane 1 by oxidation with (4‐BrC 6 H 4 ) 3 N ˙+ SbCl 6 − , undergoes an unexpected deprotonation to give the monoradical ( 1 H) ˙ . In this process the proton is presumably transferred to one of the two carbonyl groups of the triazolidinedione ring.