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A Camouflaged nido ‐Carborane Anion: Facile Synthesis of Octa‐ B ‐methyl‐1,2‐dicarba‐ closo ‐dodecaborane(12) and Its Deboration Reaction
Author(s) -
Herzog Axel,
Maderna Andreas,
Harakas George N.,
Knobler Carolyn B.,
Hawthorne M. Frederick
Publication year - 1999
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/(sici)1521-3765(19990401)5:4<1212::aid-chem1212>3.0.co;2-w
Subject(s) - carborane , chemistry , ion , stereochemistry , organic chemistry
Facile, efficient, and economical is the exhaustive methylation of ortho ‐carborane, its isomers and its derivatives under Friedel–Crafts conditions utilizing MeI and AlCl 3 . Regioselectively, ortho ‐carborane yields the 4,5,7,8,9,10,11,12‐octamethyl derivative 1 which has been degraded by using KOEt under autogenous conditions. The resulting camouflaged nido anion can be protonated ( 2⋅H ) and finally converted to the per‐ B ‐methylated C 2 B 9 closo cluster 3 .