First synthesis and electronic properties of (hetero)aryl bridged and directly linked redox active phenothiazinyl dyads and triads

Chemical Synthetic Platform for Chlorpromazine Oligomers That Were Reported as Photo-degradation Products of Chlorpromazine

“…Following the substitution of chlorine of dimer 8 to pinacol borane, product 9 was coupled with bromide 3 and generated trimer 10 was converted to desired 1 (n=3) employing a procedure similar to that for the dimer. 23) These results clearly demonstrate that our synthetic platform enables facile access to the CPZ oligomers.…”

Recent applications of the Suzuki–Miyaura cross-coupling reaction in organic synthesis

“…190 Müller and co-workers have reported the synthesis of phenothiazinyl diads and triads with variable functionalisation in good yields by SM cross-coupling with suitable phenothiazinyl boronates. 191 One such example is 164 ( Fig. 13) and these heterocyclic oligomers are strongly coupled electronically and represent suitable functional units for novel redox-active molecular wires.…”

Phenothiazinyl- and 4-diethylaminophenyl-substituted diethylenes as fluorescent and hole-transporting molecular materials

“…Diethylenes containing 4-diethylaminophenyl groups (6 and 9) exhibit a little lower HOMO values than their phenothiazinyl-containing counterparts. The HOMO values of the phenothiazinyl-containing ethylenes are lower than those of derivatives having electronically isolated phenothiazine rings (5.7-5.8 eV) [21]. Holes would be easily injected into the layers of these materials from a charge generation layer or a conductive anode with I p or work function close to 5.3 eV.…”