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Ph
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Ph
106
O
O
1,2-dichloroethane
reflux
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Ph
Ph
Ph
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Ph
105
107
100c , 62%
Scheme 23 Synthesis of octaphenylnaphthalene [ 13 ]
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Ph
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Ph
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106
1,2-dichloroethane
reflux
O
O
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Ph
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Ph
Ph
Ph
108
109 , 8%
Ph
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Zn/HOAc
reflux
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Ph
Ph
Ph
5 , 3%
Scheme 24 Synthesis of decaphenylanthracene [ 13 ]
X
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112
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Ph
111
110a :X=H
110b :X=Cl
110c :X=CF 3
X
Fig. 31 Structures of highly substituted anthracenes [ 94 - 96 ]
Benzannulated anthracenes 110a , 110b , and 110c (Fig. 31 ) are highly twisted
with end-to-end twists of 66 ,61 , and 70 , respectively [ 94 , 95 ]. Similarly,
crowded anthracenes 111 and 112 show twists of 60 and 57 , respectively [ 96 ].
 
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