Perylen, ein hoch kondensierter aromatischer Kohlenwasserstoff C ₂₀ H ₁₂

Abstract

Lbsung) wird kurze Zeit kriiftig geschiittelt. Des abgeschiedene Re-:Lktionsprodukt verreibt man mit Methylalkohol und krystallisiert es aus dem gleichen Mittel um. Gelbliche Nadeln vom Schmp. 64-650. Leicht loslich in den ineisten Mitteln. 0.1412 g SbsL: 0.3955 g Con, 0.0644 g HaO. ClsHI:,Os. Ber. C 76.2, H 4.8. Gef. n 76.4, 5.1. Durch gelindes ErwHrmen mit alkoholischem Alkali wird der G r e i f s w a Id , Chemisches Institut. Ester in das 4-Methylcumaranon zuriickvermsndelt. 348. R. Soholl, ahr. Seer und R. WeiteenbOck: Perylen, ein hooh kondenderter aromatisoher Kohlenwaaeer-

Novel Perylene Chromophores Obtained by a Facile Oxidative Cyclodehydrogenation Route

“…In the literature, various reaction systems like AlCl 3 / NaCl (Scholl reaction), [25] Tl(OCOCF 3 ) 3 , [26] CoF 3 /TFA, [27] SbCl 5 , [28] or FeCl 3 [29] are reported for such oxidative cyclodehydrogenation reactions. Recently, Bard [30] synthesized dibenzotetraphenylperiflanthene (19) in moderate (56 %) yield by treatment of (7,12-diphenyl)-benzo[k]fluoranthene (18) with CoF 3 in trifluoroacetic acid.…”

Polyfluorenes

“…PFs can be synthesized by oxidative coupling of monomer 2 with iron(III) chloride as catalyst according to Scholl reaction [34]. Yoshino and coworkers first reported the synthesis of poly (9,9-dihexyl-2,7-fluorene) using this method [35,36].…”

Reaction of chromyl chloride with some olefins. II. The oxidation of tetraarylethylenes

“…A combination of a Lewis acid and an oxidizing agent or a compound combining both these characteristics (as may be anticipated for chromy1 chloride) will telomerize benzene and effect "peri" ring closures (8,9). 1,l '-Binaphthyl and o-terphenyl are known to undergo ring closure under these conditions (10,11). Both these compounds were largely unreactive towards chromy1 chloride even after reaction times of two days.…”