Cyclopent aceanthrylenes

Several benzo[a]cyclopentanthracenes, structurally similar to 1,2-dihydro-3-methylbenz[/]aceanthrylene (3-methylcholanthrene, a methylbenzo[a]cyclopent[ ] anthracene) have been identified in CSC These included an unmethylated benzocyclopentanthracenes, originally reported erroneously as l,2-dihydrobenz[/] aceanthrylene (cholanthrene) by Rodgman and Cook (3273), 2,3-dihydro-l//-benzo[a] cyclopent[/r]anthracene and 9,10-dihydro-9//-benzo[a]cyclopent[/]anthracene [Bonnet and Neukoimn (394, 397-399), Ahlmann (39), Bonnet (392), Pyriki (3033), Rodgman and Cook (3273)]. 

Figure 2.1 Selected cyclopenta-fused polycyclic arenes with subunit in bold (a) Cyclopent[h/]aceanthrylene, (b) dibenzopentalene, and (c) indeno[1,2-6]fluorene.

Scheme 2.1 Garcia-Garibay s synthesis of (cyclopent[h/])aceanthrylene derivatives.

Figure 2.3 Plunkett s cyclopent[W]aceanthrylene (2b) and bis(cydopent)tetracene (3) derivatives.

All-carbon copolymers 8a-b incorporating cyclopent[/ti]aceanthrylene and a donor repeat unit were recently prepared by the Plunkett group (Figure 2.4) [22]. 

Figure 2.4 Plunkett s all-carbon copolymers featuring cyclopent[W]aceanthrylene acceptor units with fluorene or alkoxybenzene donors.

Scheme 2.5 Cyclopent[h/]aceanthrylene derivatives as the active iayer in OFETs.

Figure 2.5 Functionalized cyclopent[h/]aceanthrylenes by Ir-catalyzed borylation and Pd-catalyzed cross

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