3 research outputs found
A Straightforward Strategy toward Large BN-Embedded π‑Systems: Synthesis, Structure, and Optoelectronic Properties of Extended BN Heterosuperbenzenes
A straightforward
strategy has been used to construct large BN-embedded
Ï€-systems simply from azaacenes. BN heterosuperbenzene derivatives,
the largest BN heteroaromatics to date, have been synthesized in three
steps. The molecules exhibit curved π-surfaces, showing two
different conformations which are self-organized into a sandwich structure
and further packed into a π-stacking column. The assembled microribbons
exhibit good charge transport properties and photoconductivity, representing
an important step toward the optoelectronic applications of BN-embedded
aromatics
Alkylene-Chain Effect on Microwire Growth and Crystal Packing of π‑Moieties
We developed a facile approach to modulate molecular
arrangement
through dimerizing of π-moieties and tuning alkylene-bridge
length. Dimers of fluoranthene-fused imide (<b>DFAI-Cn</b>s)
with various lengths of alkylene chains were synthesized by a Diels–Alder
reaction followed by decarbonylation. <b>DFAI-C3</b> and <b>DFAI-C5</b> with odd-carbon alkylene chains display stronger one-dimensional
growing tendency and better crystallinity than those with even-carbon
alkylene chains. Microwires of dimers with odd-carbon alkylene chains
were successfully obtained, and their molecular packing was analyzed
by transmission electron microscopy (TEM) and selected-area electron
diffraction (SAED). Systematic investigation of their single crystal
packing showed that alkylene chains with different lengths produced
two kinds of molecular configurations. The V-shaped molecular configuration
was observed from <b>DFAI-C3</b> and <b>DFAI-C5</b> with
odd-carbon alkylene chains; however, the Z-shaped one was observed
from <b>DFAI-C4</b>, <b>DFAI-C6</b>, and <b>DFAI-C12</b> with even-carbon alkylene chains. Accordingly, we attributed the
diverse microstructures and crystallinity of the dimers to their distinct
molecular configurations in single crystals. In addition, a computational
method was employed to demonstrate the weak intermolecular interactions
in these dimers. Our investigation indicates that the introduction
of bridging alkylene chains is an effective approach to modulate microwire
growth and crystal packing of π-systems in solid state
Alkylene-Chain Effect on Microwire Growth and Crystal Packing of π‑Moieties
We developed a facile approach to modulate molecular
arrangement
through dimerizing of π-moieties and tuning alkylene-bridge
length. Dimers of fluoranthene-fused imide (<b>DFAI-Cn</b>s)
with various lengths of alkylene chains were synthesized by a Diels–Alder
reaction followed by decarbonylation. <b>DFAI-C3</b> and <b>DFAI-C5</b> with odd-carbon alkylene chains display stronger one-dimensional
growing tendency and better crystallinity than those with even-carbon
alkylene chains. Microwires of dimers with odd-carbon alkylene chains
were successfully obtained, and their molecular packing was analyzed
by transmission electron microscopy (TEM) and selected-area electron
diffraction (SAED). Systematic investigation of their single crystal
packing showed that alkylene chains with different lengths produced
two kinds of molecular configurations. The V-shaped molecular configuration
was observed from <b>DFAI-C3</b> and <b>DFAI-C5</b> with
odd-carbon alkylene chains; however, the Z-shaped one was observed
from <b>DFAI-C4</b>, <b>DFAI-C6</b>, and <b>DFAI-C12</b> with even-carbon alkylene chains. Accordingly, we attributed the
diverse microstructures and crystallinity of the dimers to their distinct
molecular configurations in single crystals. In addition, a computational
method was employed to demonstrate the weak intermolecular interactions
in these dimers. Our investigation indicates that the introduction
of bridging alkylene chains is an effective approach to modulate microwire
growth and crystal packing of π-systems in solid state