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Electrophilic Aromatic Substitution Reactions of a Metallabenzene: Nitration and Halogenation of the Osmabenzene [Os{C(SMe)CHCHCHCH}I(CO)(PPh 3 ) 2 ]
Author(s) -
Rickard Clifton E. F.,
Roper Warren R.,
Woodgate Scott D.,
Wright L. James
Publication year - 2000
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/(sici)1521-3773(20000218)39:4<750::aid-anie750>3.0.co;2-q
Subject(s) - nitration , electrophilic aromatic substitution , halogenation , chemistry , aromaticity , ring (chemistry) , electrophilic substitution , electrophile , substitution reaction , medicinal chemistry , electrophilic addition , planarity testing , organic chemistry , molecule , catalysis , crystallography
Aromatic by all definitions: Metallabenzenes are known to exhibit the physical properties of aromatic systems (ring planarity, equidistant C−C arene bonds, appropriate downfield NMR shifts). Now in addition, a classical chemical attribute of aromatic compounds, namely the ability to undergo electrophilic aromatic substitution reactions, has been observed with the nitration and halogenation reactions of complex 1 (L=PPh 3 , X=I).