A Planarized Triphenylborane Mesogen: Discotic Liquid Crystals with Ambipolar Charge‐Carrier Transport Properties

Abstract

A discotic liquid-crystalline (LC) material, consisting of a planarized triphenylborane mesogen, was synthesized. X-ray diffraction analysis confirmed that this compound forms a hexagonal columnar LC phase with an interfacial distance of 3.57 Å between the discs. At ambient temperature, this boron-centered discotic liquid crystal exhibited ambipolar carrier transport properties with electron and hole mobility values of approximately 10(-3) and 3×10(-5) cm(2) V(-1) s(-1), respectively.

n‐Channel Organic Semiconductors Derived from Air‐Stable Four‐Coordinate Boron Complexes of Substituted Thienylthiazoles

“…11 BNMR spectra were calibrated to the signal of boron trifluoride diethyl etherate (BF 3 ·OEt 2 )a se xternal standard. Reagent grade solvents were distilled prior to use.…”

“…[8] On the other hand, due to as trong Lewis acidity,t hree-coordinate boronc ompounds are intrinsically sensitive to the attack of nucleophiles, such as water,which limits the application of these organoboron mate-rials. [11] Nevertheless, in terms of chemical and air-stability four-coordinate boron compounds are, in general,s uperior.I nb oron-bridged molecules, this stabilization is imparted by the donation of al one pair of an appropriately located heteroatom to the empty boron orbital, hence forming an electronically saturated compound. [11] Nevertheless, in terms of chemical and air-stability four-coordinate boron compounds are, in general,s uperior.I nb oron-bridged molecules, this stabilization is imparted by the donation of al one pair of an appropriately located heteroatom to the empty boron orbital, hence forming an electronically saturated compound.…”

Ambipolar Discotic Liquid Crystals Built Around Platinum Diimine‐Dithiolene Cores

“…Large ambipolar carrier mobility was also found in discotic liquid crystalline truxenes substituted with alkyl chains at bay‐positions . More recently, a DLC material, consisting of a planarized triphenylborane mesogen, was reported to form a hexagonal columnar LC phase exhibiting ambipolar carrier transport properties with electron and hole mobility …”

Synthesis of a Doubly Boron‐Doped Perylene through NHC‐Borenium Hydroboration/C−H Borylation/Dehydrogenation

“…Theo verall yields for the step-wise and one-pot procedures are nearly identical. [23] Rather,inmost cases the use of bulky groups to protect boron centers has the side effect of precluding the close stacking of p-surfaces.A nother unique structural feature of 2 is the positioning of boron into fused borin rings.T his substitution pattern compliments the structural scope of existing borondoped PA Hs that exhibit arene-flanked boron arrangements. [22] Single crystals of 2 could be obtained from DMSO solutions and studied by X-ray crystallography.T his revealed the expected structure of 2 with ad oubly boron-doped polyaromatic core (Figure 3a).…”

“…Although often crucial for application in organic electronics, such solid-state 1D p-stacking is indeed seldom observed for small molecule p-systems comprised of boron and carbon. [23] Rather,inmost cases the use of bulky groups to protect boron centers has the side effect of precluding the close stacking of p-surfaces.A nother unique structural feature of 2 is the positioning of boron into fused borin rings.T his substitution pattern compliments the structural scope of existing borondoped PA Hs that exhibit arene-flanked boron arrangements.…”