Corannulenes dibenzo-fused

Absorption and Emission of [10]Cyclophenacenes and Dibenzo Fused Corannulenes... 

Synthesis of the p-phenylene-bridged dibenzo-fused corannulene C60Me5Ph3H2 (10) To a solution of 4 (40 mg, 38 pmol) in PhCN (10 mL) in a Schlenk tube was added a solution of lithium naphthalenide (1.5 mL, 0.76 M in THF, 1.1 mmol) under an argon atmosphere. The color of the solution changed immediately from yellow to... 

The PAHs indenocorannulene (39), dibenzo[a,g]corannulene (40), and diben-zo[o,g]cyclopenta[h,I]corannulene (41) are three examples of extended corannulenes, which contain a central corannulene system fused to five- and six-membered rings. The reduction of these systems [119, 120] focused on the following issues. First, what is the aromaticity of these curved PAHs anions, will they behave like large polycyclic systems, or have aimulenic character Secondly, what is the possibility of aggregation and dimerization in these systems The third subject of interest was the effect of different alkali metals on the reduction process. 

The X-ray crystallographic analysis of 9 provided experimental structural data of the new corannulene-type aromatic system. The bond alternation found in 9 closely follows the pattern found in an X-ray crystal structure of tetramethyl fused corannulene [38c]. Such agreement of the bond alternation patterns indicates that the fullerene framework and the dibenzo conjugation added to the parent corannulene structure have a small structural effect in spite of the rather large difference in hybridization of the carbon atoms between 9 p-orbital axis vector (POAV) angles [40] = 8.0-12.8° and C (POAV = 0.0-11.0°). 

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