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A Four‐Step Alternating Reductive Dimerization/Bond Cleavage of Indenocorannulene
Author(s) -
Aprahamian Ivan,
Hoffman Roy E.,
Sheradsky Tuvia,
Preda Dorin V.,
Bancu Mihail,
Scott Lawrence T.,
Rabinovitz Mordecai
Publication year - 2002
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 - 10.1002/1521-3773(20020517)41:10<1712::aid-anie1712>3.0.co;2-1
Subject(s) - chemistry , diastereomer , dissociation (chemistry) , monomer , cascade , stereochemistry , cleavage (geology) , potassium , organic chemistry , materials science , fracture (geology) , polymer , chromatography , composite material
A reduction cascade : The reduction of indenocorannulene by potassium leads to the formation of the diastereomeric dimers 1 and/or 2 ; this is the first case of reductive dimerization of a large nonplanar polycyclic aromatic hydrocarbon. The twofold formation of these dimers, and their dissociation to the monomeric species, was monitored by NMR spectroscopic methods.