Single-Molecule Nanosized Polycyclic Aromatics with Alternant Five- and Six-Membered Rings:  Synthesis and Optical Properties

Zhang, Wei; Cao, Xiaoyu; Zi, and Hong; Pei, Jian

doi:10.1021/ol047625c

Cited by 29 publications

(17 citation statements)

References 41 publications

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“…Synthesis: All reagents and solvents (analytical grade) were purchased from VWR Scientific Company and used without further purification unless otherwise stated. The precursors 2-iodofluorene (5), [26] 2-bromo-7-iodofluorene (6), [18] 2bromo-9,9-di(2-ethylhexyl)-7-iodofluorene (7), 2-bromo-9,9-di(2-ethylhexyl)-7-diphenylaminofluorene (8), [18] 4'-bromo-2,2':6',2''-terpyridine, [27] 4'-vinyl-2,2':6',2''-terpyridine (12), [28] 4'-(trifluoromethyl)sulfonyloxy-2,2':6',2''-terpyridine (OTf-tpy), [28] were synthesized according to the procedures reported in the literature.…”

Section: Methodsmentioning

confidence: 99%

One‐Photon Photophysics and Two‐Photon Absorption of 4‐[9,9‐Di(2‐ethylhexyl)‐7‐diphenylaminofluoren‐2‐yl]‐2,2′:6′,2′′‐terpyridine and Their Platinum Chloride Complexes

Pritchett

et al. 2011

Chemistry A European J

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The synthesis, one-photon photophysics and two-photon absorption (2PA) of three dipolar D-π-A 4-[9,9-di(2-ethylhexyl)-7-diphenylaminofluoren-2-yl]-2,2':6',2''-terpyridine and their platinum chloride complexes with different linkers between the donor and acceptor are reported. All ligands exhibit (1)π,π* transition in the UV and (1)π,π*/(1)ICT (intramolecular charge transfer) transition in the visible regions, while the complexes display a lower-energy (1)π,π*/(1)CT (charge transfer) transition in the visible region in addition to the high-energy (1)π,π* transitions. All ligands and the complexes are emissive at room temperature and 77 K, with the emitting excited state assigned as the mixed (1)π,π* and (1)CT states at RT. Transient absorption from the ligands and the complexes were observed. 2PA was investigated for all ligands and complexes. The two-photon absorption cross-sections (σ(2)) of the complexes (600-2000 GM) measured by Z-scan experiment are much larger than those of their corresponding ligands measured by the two-photon induced fluorescence method. The ligand and the complex with the ethynylene linker show much stronger 2PA than those with the vinylene linker.

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Section: Methodsmentioning

confidence: 99%

One‐Photon Photophysics and Two‐Photon Absorption of 4‐[9,9‐Di(2‐ethylhexyl)‐7‐diphenylaminofluoren‐2‐yl]‐2,2′:6′,2′′‐terpyridine and Their Platinum Chloride Complexes

Pritchett

et al. 2011

Chemistry A European J

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“…Starting with compound 10, the TiCl4-promoted cyclization reaction constructs the planar trimer 11 efficiently through in situ generation of the benzene skeleton ( Figure 9). [18] Meanwhile, the tubelike tetramer 12 with a COT core was isolated unexpectedly. For trimer 11, truxenes as both branches and core are connected by sharing benzene rings.…”

Section: Star-shaped Aromaticsmentioning

confidence: 99%

π‐Conjugated Aromatics Based on Truxene: Synthesis, Self‐Assembly, and Applications

Shi

Wang

Pei

2014

The Chemical Record

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Recently, many efforts have been devoted to developing novel polycyclic aromatics due to their unique optical and electronic properties and broad applications, such as in organic field-effect transistors, organic photovoltaics, and organic light-emitting diodes. Among various π-conjugated molecules, many truxene derivatives have interesting characteristics such as C3 -symmetry, strong blue emission, and a planar rigid structure. Moreover, compared with many other π-conjugated aromatics, the synthesis and modification of truxene are particularly facile and diverse. In this account, we summarize investigations into truxene derivatives from synthesis and physical properties to applications in organic electronics.

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“…Pei and teammates have employed the star‐shaped dendrimer ( 23) with four truxene units in electroluminescent devices as a solution‐processable emitter for deep‐blue OLEDs. They have also carried out the synthesis of truxene derivatives ( 24 and 25 ) with the help of well adopted synthetic procedures along with their application in different fields (Figure ) …”

Section: A Brief Summary Of Earlier Contribution By Various Research mentioning

confidence: 99%

Functionalized Truxene Scaffold: A Promising Advanced Organic Material for Digital Era

2019

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Truxene and its congeners due to its structural, thermal, and optoelectronic properties, has recently became important not only in biological systems but also in the field of material and environmental sciences. The remarkable scope and its applicability ranging from sensory materials to photocatalysts and fluorescent probes, forces the scientific community to think about the design and construction of architecturally simple yet much powerful novel functional materials possessing the truxene scaffold(s) in their structures. Herein, we have focused to assemble a series of ground‐breaking achievements in recent years of truxene‐based functional materials with special emphasis on their applicability in material sciences and technology. We hope that the present review will boost the current scenario of truxene and its various domains.

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Single-Molecule Nanosized Polycyclic Aromatics with Alternant Five- and Six-Membered Rings: Synthesis and Optical Properties

Cited by 29 publications

References 41 publications

One‐Photon Photophysics and Two‐Photon Absorption of 4‐[9,9‐Di(2‐ethylhexyl)‐7‐diphenylaminofluoren‐2‐yl]‐2,2′:6′,2′′‐terpyridine and Their Platinum Chloride Complexes

One‐Photon Photophysics and Two‐Photon Absorption of 4‐[9,9‐Di(2‐ethylhexyl)‐7‐diphenylaminofluoren‐2‐yl]‐2,2′:6′,2′′‐terpyridine and Their Platinum Chloride Complexes

π‐Conjugated Aromatics Based on Truxene: Synthesis, Self‐Assembly, and Applications

Functionalized Truxene Scaffold: A Promising Advanced Organic Material for Digital Era

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