The First Synthesis and Electronic Properties of Tetrakis[(hetero)phenanthrenyl]methanes

Abstract

The tetrakis[(hetero)phenanthryl]methanes 9 have been synthesized from tetrakis(p-iodophenyl)methane (1) in a twostep sequence consisting of a Heck aryl vinylation to give the tetrakis[β-(aryl)-p-styryl]methanes 3 and subsequent oxidative photocyclization. The absorption and emission spectra of the stilbene derivatives 3 showed significant electronic coupling of the four branches both in the ground and in the excited states. According to cyclic voltammetry, the electronrich dimethylamino (3c) and the electroneutral thienyl systems (3d) displayed a rapid, cooperative oxidative fragmentation that could be partially suppressed at high scan rates. In the ferrocenyl systems (3g), the organometallic frag-

Synthesis and Electronic Properties of 3‐Acceptor‐Substituted and 3,7‐Bisacceptor‐Substituted Phenothiazines

“…Solvents were dried and distilled by standard procedures 24. Pinacolyl 10‐hexyl‐10 H ‐phenothiazin‐3‐yl boronate ( 5 ) and bis(pinacolyl) 10‐hexyl‐10 H ‐phenothiazin‐3,7‐diyl bisboronate ( 8 ) were prepared by our previously published procedure 17c. Column chromatography: silica gel 60, mesh 70–230.…”

Efficient Synthesis of Fluorinated Phenanthrene Monomers Using Mallory Reaction and Their Copolymerization

“…Such a Storks shift is often observed with phenanthrene derivatives. 34,35 Actually, all the prepared copolymers in both solution and the film show a Storks shift (Table 2). In the case of Poly-3 film, the large Storks shift and the broadening emission peak seem to be due to aggregation of the linear π-conjugated Poly-3 molecules.…”