Photophysical properties of 2-phenylanthracene and its conformationally-stabilized derivatives

Impact of non-symmetric 2,9,10-aryl substitution on charge transport and optical properties of anthracene derivatives

“…All fluorescence transients exhibit very similar exponential decay in dilute solutions with time constants of 3.5-4 ns, remarkably faster than observed for 2,9,10-arylanthracene compounds (5.3 ns [49]) or DPA and its modifications with various groups at the 2 nd position (5-6.2 ns [26]). …”

“…Absorption spectra of all 2,9,10-arylanthracene derivatives resembles those of unsubstituted anthracene [47] as well as its derivatives like 2-phenylanthracene [49] and other similar anthracene derivatives [26]. The absorption spectra of 2,9,10-arylanthracene compounds in solid state are redshifted for about 120-130 meV and slightly broadened in respect to those of in dilute solutions.…”

“…b peaked at 422-436 nm with 0.17-0.29 eV redshift in respect of 2-phenylanthracene emission[49] with lineshape similar to other anthracene derivatives like 2-phenylanthracene or DPA[26,47]. Emission spectra showed vibronic structure with 0.17-0.28 eV Stokes shift.…”

Synthesis of Annulated Anthracenes, Carb­azoles, and Thiophenes Involving Bradsher‐Type Cyclodehydration or Cycli­zation–Reductive‐Dehydration Reactions

“…Alternatively, the 2‐arylmethylbenzoic acids as well as 2‐arylmethylnaphthoic acids underwent triflic‐acid‐mediated cyclization followed by reductive dehydration to give annulated anthracenes in better yields. Compared to existing methods for the cyclodehydration of 2‐arylmethyl benzaldehydes,14,15a,15f this protocol, which uses BF 3 · OEt 2 (20 mol‐%), is simple, widely applicable, and also less time consuming. The absorption and emission data of selected anthracene analogues are also presented.…”

“…Recently, different variants of Bradsher reaction have been explored for the synthesis of π‐conjugated systems with anthracene and naphthalene frameworks 15. A very recent report by Sereviĉius and coworkers15a confirmed that the incorporation of heteroatoms, including O, S, and N, into the anthracene core skeleton results in an increased HOMO level; this is essential for hole injection into the active layer. Thus, there is plenty of scope for the synthesis of anthracene analogues with annulation at the 1‐ and 2‐positions; such compounds may find applications in optoelectronic devices.…”