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Dianions of Tetraboranes(4): Puckered Aromatic Four‐Membered Rings and Their Reactions with Conservation of Aromaticity
Author(s) -
Mesbah Wahid,
Präsang Carsten,
Hofmann Matthias,
Geiseler Gertraud,
Massa Werner,
Berndt Armin
Publication year - 2003
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.200250700
Subject(s) - aromaticity , chemistry , electrophile , ring (chemistry) , boron , computational chemistry , organic chemistry , molecule , catalysis
Aromatic with boron : Two‐electron heteroaromatic compounds 1 and 2 undergo oxidations and reactions with electrophiles (reducing the number of framework electrons by two and four, respectively) under conservation of aromaticity. In contrast, corresponding reactions of the known dianion 3 , a six‐electron aromatic four‐membered ring, lead to loss of aromaticity (R=SiMe 3 ).