Highly efficient pyrene blue emitters for OLEDs based on substitution position effect

Aromatic Dendrimers Bearing 2,4,6-Triphenyl-1,3,5-triazine Cores and Their Photocatalytic Performance

“…As for example, 2 was easily obtained via the acid-catalyzed trimerization of 4-cyanophenylboronic acid, 23 while 1-bromo-3,5-diphenylbenzene ( 3 ) was fabricated via Suzuki–Miyaura cross-coupling reaction starting from 1,3,5-tribromobenzene. 24 …”

Pyrene derivatives with two types of substituents at positions 1, 3, 6, and 8 – fad or necessity?

“…The obtained intermediates were used in the subsequent reactions: 1,3-dipolar cycloaddition or Suzuki-Miyaura coupling, which were conducted following procedures described by us for the 1,3,6,8-tetrasubstituted analogs. 14 The target disubstituted intermediates containing 4-(2,2-dimethylpropyloxy)pyrid-2-yl (10, 11) or 1-decyl-1,2,3-triazol-4-yl (8,9) groups at positions 1 and 6 or 1 and 8 were obtained with satisfactory 73-92% yields. Detailed procedures are presented in the ESI.…”

“…6 The vast majority of pyrene derivatives are 1,3,6,8-tetrasubstituted by the same group, however, in the area of pyrenes disubstituted at positions 1,6 or 1,8 by the same group, a number of 1,6-disubstituted derivatives are more signicant. 7,8 We have recently presented theoretical calculations based on DFT and TD-DFT methods using experimental data for 1,3,6,8tetrasubstituted pyrenes and 1,6-and 1,8-disubstituted pyrenes containing a tetrazole motif with a n-butyl chain. 9 The conducted study allowed us to nd the optimal parameters for quantum-chemical calculations to predict consistent theoretical results for pyrenes substituted at the 1 and 3 position by (hetero)aryl groups, since their synthesis is nontrivial without protection of the 7 position.…”

Non-K Region Disubstituted Pyrenes (1,3-, 1,6- and 1,8-) by (Hetero)Aryl Groups—Review

“…Two years later, the same team presented extensive research with molecule 38 and its 1,8- and 4,9- isomers, which were synthesized starting from the pure dibromopyrene isomers using the catalytic system [Pd(OAc) 2 ]/Et 4 NOH in PhMe with the addition of triphenylphosphine (PPh 3 ). As a result of the reaction, molecule 38 was obtained with a 16% higher yield (23%), whereas the 1,8-isomer 39 had a 67% yield [25].…”