P‐Terthienyl‐Functionalized Dithieno[3,2‐b:2′,3′‐d]phospholes

Abstract

A series of dithienophospholes with different P-thienyl substituents have been synthesized and characterized. Alkyl groups at the 2,6-positions of the scaffold were introduced for solubility, but were found to also prevent π stacking with this scaffold. Whereas a simple thienyl does not affect the overall photophysics of the dithienophosphole, the installation of terthienyl units creates a considerable subchromophore that can communicate through the phosphole-typical σ*-π* orbital interaction with the main scaffold. The overall architecture of the terthienyl was also found to have a signifi-

Pluripotent Features of Doubly Thiophene‐Fused Benzodiphospholes as Organic Functional Materials

“…Another important benefit of the thiophene‐fused structure is plausible enhancement of intermolecular interactions involving the heteroatoms in the solid state. Unique 3D packing structures of 1 in the solid state would be formed by a combination of intermolecular hydrogen‐bonding and S−S interactions, as well as π–π interactions derived from its rigid and planar structure, considering that phosphole‐based molecules are known to exhibit intermolecular hydrogen bonds between P=O and C−H moieties in the solid state . Therefore, we envisioned that 1 would be an attractive platform for π extension and functionalization to explore diverse potential applications.…”

“…Althoughs olid-state excimer emission is often observed in polyaromatic hydrocarbons (i.e.,a nthracene [21] and pyrene [22] ), exampleso fe xcimer emission of phosphole derivatives have been limited to dithienophosphole derivatives. [19,23] Thus, the subtle change, that is, the mutual orientation of the phenyl groups and oxygen atoms on the phosphorous atoms, has a large influence on the packing structure in the solid state, which alters the photophysicsi nt he excited states of trans-1 and cis-1 in the solid state.…”

Synthesis of a Trivalent P‐Chloro‐Dithienophosphole and Its Reactivity with Organometallic Reagents

“…The oxides, with the exception of 13‐O exhibited a significant increase in quantum yield with respect to the trivalent species. This is likely due to rotational/vibrational flexibility arising from the P‐substituents, or the presence of competing chromophores, respectively …”

Intercation spacing and side chain effects on phosphonium polymers: Thermal, supramolecular, and bactericidal properties

“…The few examples of chromophore‐derivatized PELs include R2 , EGT1 , SLK1 , and FL1‐2 () . All of these polymers exhibit significant absorption and photoluminescence in the ultraviolet–visible (UV–vis) region of the spectrum, and some exhibit significant solvatochromic effects in response to changing polarity of their environment, making them possible elements of stimuli‐responsive systems …”

“…24 All of these polymers exhibit significant absorption and photoluminescence in the ultraviolet-visible (UV-vis) region of the spectrum, and some exhibit significant solvatochromic effects in response to changing polarity of their environment, making them possible elements of stimuli-responsive systems. 30,31 The layer-by-layer (LbL) deposition of PELs allows fabrication of films with precisely controlled thickness and composition. 29,[32][33][34][35][36][37][38][39][40][41][42] When visible-absorbing PELs (Chart 2) are employed, the LbL films can be used as finely tuned optical or optoelectronic components.…”