The last couple of decades has witnessed an incredible development in the progress of catalytic creation of triarylmethane (TRAM) motif. The broad‐spectrum applications of TRAMs in domains like medicinal chemistry, pharmacology, dyes, and functional materials has urged scientists to invent their efficient synthetic strategies. Herein, we have attempted to comprehensively document the catalytic methodologies for the synthesis of triarylmethanes which will satiate the anticipations of the readers who are looking for an update and stimulate the researches for further development.
Although
the synthesis of novel N-heterocyclic
molecules is extremely demanding as well as challenging, the involvement
of toxic solvents often triggers environmental safety concerns, resulting
in process-engineering challenges. Herein, we have demonstrated a
rapid, environmentally benign and energy efficient scalable method
for the synthesis of 2,3-dihydroquinazolin-4(1H)-one by grinding in
a mortar pestle as well as mechanochemically via ball milling using p-TSA catalyst. The ability to accomplish the reaction in
the absence of solvent via grinding or milling with p-TSA catalyst, with an immediate reduction in the cost and operational
procedures, features the significant advantages of this protocol.
The scalability and significance of the operational parameters during
mechanochemical milling in the tubular ball mill were also demonstrated.
Excellent yield in short duration, large substrate scope, product
scalability, and easy recoverability are the prime features of this
mechanochemical solvent-free protocol for the synthesis of 2,3-dihydroquinazolin-4(1H)-one.
The study also demonstrated the significant role of ball diameter
to improve the efficiency of the milling operation in this mechanochemical
synthesis.
Two structurally unique aggregation induced emission (AIE)‐active luminogens have been designed and synthesized based on the furocarbazole skeleton. Such small molecule AIEgens were designed based on forbidden planarity and engineering a twist into the scaffold to realize induction of emission in the aggregated states. The structures were fully characterized and their thermal stabilities, electronic properties, photophysical and electrochemical properties were systematically investigated. The unique twist in the molecules as evident from their X‐ray crystal structure along with the short intermolecular interactions enhances the structural rigidification and restricts detrimental π–π stacking interactions, restricting the internal rotations (RIR) accompanied by a curb of the ICT process, resulting in enhanced emission in the aggregated state. This intriguing luminescent property enabled one of the luminogens to selectively detect trinitrophenol (TNP) over other nitroaromatics in both aqueous and organic media at nanomolar concentrations. Moreover, the good photostabilities and biocompatibilities empowered both luminogens to function as fluorescent bioprobes for cancer cell imaging.
Designing chiral AIEgensw ithouta ggregation-induced emission (AIE)-active molecules externally tagged to the chiral scaffold remains al ong-standing challenge for the scientific community.T he inherenta ggregation-caused quenching phenomenon associated with the axially chiral (R)-[1,1'-binaphthalene]-2,2'-diol ((R)-BINOL)s caffold, together with its marginal Stokes shift, limits its applicationa sa chiral AIE-active material. Here, in our effort to designc hiral luminogens, we have developed ad esign strategy in which 2-substitutedf urans, when appropriately fused with the BINOLs caffold,w ill generates olid-state emissive materials with high thermala nd photostability as well as colour-tunable properties. The excellent biocompatibility,t ogetherw ith the high fluorescenceq uantum yield and large Stokes shift, of one of the luminogens stimulated us to investigate its cell-imaging potential. Thel uminogen was observedt ob e well internalised and uniformlyd ispersed within the cytoplasm of MDA-MB-231 cancer cells,s howingh ighf luorescence intensity.
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