“…The outer sextets are believed to migrate into the neighbouring rings, thus creating an additional ring current making coronene highly stable and non-reactive (Clar et al, 1968). Pyrene [I] is also relatively stable with two sextets and two fixed p-double bonds (Clar et al, 1963;Clar, 1972). This is one less of each than occurs in coronene, potentially indicative of lower stability which probably accounts for the higher degree of hydrogenated pyrenes than coronenes.…”
“…The outer sextets are believed to migrate into the neighbouring rings, thus creating an additional ring current making coronene highly stable and non-reactive (Clar et al, 1968). Pyrene [I] is also relatively stable with two sextets and two fixed p-double bonds (Clar et al, 1963;Clar, 1972). This is one less of each than occurs in coronene, potentially indicative of lower stability which probably accounts for the higher degree of hydrogenated pyrenes than coronenes.…”
“…AgOAc functions as the oxidizing agent to regenerate the Pd(II) species. Scheme 36 Synthesis of coronene via four-fold Ru-catalyzed cyclization [19] A.-F. Tran-Van and H.A. Wegner…”
Section: Transition Metal Mediated Cyclizationsmentioning
confidence: 99%
“…The diol obtained was subsequently aromatized and cyclodehydrogenated to give the PAH [19][20][21][22]. An example of such an approach is depicted in Scheme 3.…”
Graphene-type structures are without doubt one of the most exciting carbon-based materials known. Although graphene is mostly prepared by physical methods (CVD, exfoliation), organic synthesis represents a powerful alternative to access graphene-type structures in a selective and reproducible manner. Although graphene has been hyped as a "new" material, the resemblance to polycyclic aromatic hydrocarbons (PAHs) offers a long history in organic chemistry on which all new endeavors are built. In this review we demonstrate the state-of-the-art of organic synthetic strategies for the preparation of graphene-type structures on selected examples.
“…An example of a polyarene with 10 fused benzene rings and 2 internal carbon atoms (C 40 H 22 ) is the octacene derivative 30 (Scheme 11.5) [28], which was prepared by Clar et al from hexahydropyrene (32) and two molecules of naphthalene-2,3-dicarboxylic anhydride (31) following a synthetic route analogous to the one developed for decastarphene (8). Some remarkable examples of polyarenes with 10 fused benzene rings and 4 internal carbon atoms (C 38 H 20 ) were synthesized by Clar and coworkers, and are shown in Figure 11.5.…”
Section: Alternant Polyarenes With 10 Fused Benzene Ringsmentioning
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