Molecular packing and morphological stability of dihydro-indeno[1,2-b]fluorenes in the context of their substitution pattern

Abstract

The synthesis and structural characterization of a series of dihydroindeno[1,2-b]fluorene (IF) derivatives with various side chain substituents is reported.

IR linewidth and intensity amplifications of nitrile vibrations report nuclear-electronic couplings and associated structural heterogeneity in radical anions

“…The packing of L3P is similar to that reported earlier. 60 More details of the crystal structures are discussed in ESI Section B. †…”

Synthesis of Chromium(II) Complexes with Chelating Bis(alkoxide) Ligand and Their Reactions with Organoazides and Diazoalkanes

“…The reaction course does not depend on the presence of Cr: treatment of the ligands precursor H2[OO] Ph with (NO)(BF4) yields the same product 7. Cyclization of terphenyl bis(carbinol)s via carbocation intermediates to give various substituted dihydroindenofluorenes had been previously reported [49,50]. We surmise that the reaction proceeds via nitrosonium abstraction of hydroxyl (to yield nitrous acid) followed by cyclization, as described in Scheme 2.…”

“…The [49,50]. We surmise that the reaction proceeds via nitrosonium abstraction of hydroxyl (to yield nitrous acid) followed by cyclization, as described in Scheme 2.…”

Crosslinkable Bis(diphenylamine)‐Substituted Mixed Dihydroindeno[1,2‐b]fluorenes for Solution‐Processed Multilayer Organic Light‐Emitting Diodes

“…However, due to the susceptibility of the oxetane moieties towards electrophiles and with respect to the derivatization approach, the attachment of the alkyl substituents to the MIF core reported in this work was accomplished in the last stage of the MIF dibromide 8 synthetic sequence (Scheme ). As reported previously, the synthesis of the respective MIF starting material 6 was realized in two isolated reaction steps . The copper(II) bromide mediated bromination of the MIF structure 6 was followed by the alkylation of the benzylic 12,12′‐positions of 7 with various haloalkane electrophiles (1‐bromobutane or 2 a – c ), which finally yielded the key MIF intermediates 8 a – d .…”

“…In this paper, we report on the syntheses and application of crosslinkable bis(diphenylamine)‐substituted dihydroindeno‐[1,2‐ b ]fluorenes as HTM for solution‐processed multilayer OLED devices (Figure ). Here, the mixed substituted dihydroindeno‐[1,2‐ b ]fluorene (MIF) core structure was used to combine morphological stability by spiro‐aryl substituents with an easy to functionalize central, benzylic position for alkyl‐substituent attachment . The system allows for the variation of the number of crosslinkable units per molecule (2‐6 oxetanes), as well as a variation in the positions of attachment (geminal and/or lateral) of these moieties onto the rigid, high‐T g molecular backbone.…”