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tetraphenylcyclopentadienone
220°C
95%
48
49
CuCl 2 /AlCl 3
quant.
50
Scheme 14 Synthesis of a graphene-type structure 50 via Ph-migration [ 37 , 38 ]
Scheme 15 Synthesis of superbenzenoids 53 and 56 [ 39 , 40 ]
The method was pushed to the extreme with the synthesis of a giant 222 carbon
graphite sheet 63 by the M¨ llen group [ 41 ]. Two strategies were presented to access
such a nano-graphene structure. The first pathway relied on a combination of
Diels-Alder reactions involving cyclopentadienone derivatives and alkynes 61,
and a cyclotrimerization of alkyne 62. The second strategy relied exclusively on
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