scholarly journals 1,2,3-Tri(9-anthryl)benzene. Photophysical Properties and Solid State Intermolecular Interactions of Radially Arranged, Congested Aromatic π-Planes

Author(s):  
Tomohiko Nishiuchi ◽  
Hikaru Sotome ◽  
Kazuto Shimizu ◽  
Hiroshi Miyasaka ◽  
Takashi Kubo

We report the Negishi coupling based synthesis of 1,2,3-tri(9-anthryl)benzene derivatives, containing three radially arranged anthracenes in a π-cluster. In the crystalline state of the unsubstituted derivative, intermolecular π-π and CH-π interactions between the anthracene units drive the formation of a two-dimensional packing structure. Owing to though-space π-conjugation between anthracene units, the substances have unique electronic properties. The excited state dynamic behavior occurring between the three radially arranged anthracene moieties, such as exciton localization/delocalization, was elucidated by means of transient absorption measurements and quantum chemical calculations. Interestingly, even though the three anthracenes are closely oriented with a ca. 3.0 Å distances between their C-9 positions, exciton localization on two anthracene units is energetically favorable because of the flexible nature of the radially arranged aromatic rings.

2016 ◽  
Vol 15 (2) ◽  
pp. 278-286 ◽  
Author(s):  
Michitaka Mamiya ◽  
Yurie Suwa ◽  
Hideki Okamoto ◽  
Minoru Yamaji

Six difluoroboronated β-diketones having the phenanthrene skeleton (Phe@Ar) are prepared, and the photophysical features are studied.


2005 ◽  
Vol 4 (1) ◽  
pp. 128 ◽  
Author(s):  
Kentaro Irie ◽  
Shinjiro Machida ◽  
Tohru Ikegami ◽  
Nobuo Tanaka ◽  
Hiroshi Miyasaka ◽  
...  

2006 ◽  
Vol 10 (12) ◽  
pp. 1346-1359 ◽  
Author(s):  
Hisahiro Sasabe ◽  
Yoshio Furusho ◽  
Atula S.D. Sandanayaka ◽  
Yasuyuki Araki ◽  
Nobuhiro Kihara ◽  
...  

Electron transfer processes occurring through-space and through-bond were studied for novel mechanically linked triad [2]rotaxanes, which contain a porphyrin (MP) unit as a pendant and [60]fullerene ( C 60) and triphenylamine ( TPA ) moieties as stopper groups at the axle ends (abbreviated as ( MP ; C 60- TPA ) rot+ with MP = H 2 P or ZnP . The photophysical properties were investigated by means of time-resolved fluorescence and transient absorption measurements with changing solvent polarity. The charge separation took place mainly via(1 MP *; C 60- TPA ) rot+ and ( MP ;1 C 60*- TPA ) rot + in polar solvents. Within the charge-separated states of triads ( MP ; C 60- TPA ) rot +, hole-shift and/or back electron transfer took place competitively. The lifetime of the charge separation state of ( ZnP ; C 60- TPA ) rot+ was similar to that of dyad ( C 60- TPA ) rot+ (140 ns in dimethylformamide), whereas that of ( H 2 P ; C 60- TPA ) rot + was as long as 230 ns, suggesting two final charge separation states such as ( MP ; C 60•-- TPA •+) rot + and ( MP •+; C 60•-- TPA ) rot+ depending on the kind of porphyrin.


2017 ◽  
Vol 16 (4) ◽  
pp. 555-563 ◽  
Author(s):  
Minoru Yamaji ◽  
Yuma Hakoda ◽  
Hideki Okamoto ◽  
Fumito Tani

Coumarins having expanded π-electron systems were prepared via a photocondensation process and the photophysical features in solution were investigated based on emission and transient absorption measurements.


2020 ◽  
Author(s):  
Matteo Tiecco ◽  
Irene Di Guida ◽  
Pier Luigi Gentili ◽  
Raimondo Germani ◽  
Carmela Bonaccorso ◽  
...  

<div><div><div><p>The structural features of a series of diverse Deep Eutectic Solvents (DESs) have been investigated and characterized by means of two fluorescent probes. The spectral and photophysical properties of the latter are strictly dependent on the experienced environment, so that they can provide insights into the polarity, viscosity, hydrogen-bond network, and micro-heterogeneity of the various DESs.</p><p>In fact, the investigated DESs exhibit a variety of properties with regards to their hydrophilicity, acidity, and hydrogen-bond ability, and these details were deeply probed by the two fluorescent molecules. The effect of the addition of water, which is a key strategy for tuning the properties of these structured systems, was also tested. In particular, the excited state dynamics of the probes, measured by femtosecond-resolved transient absorption, proved instrumental in understanding the changes in the structural properties of the DESs, namely reduced viscosity and enhanced heterogeneity, as the water percentage increases. Differences between the various DESs in terms of both local microheterogeneity and bulk viscosity also emerged from the peculiar multi-exponential solvation dynamics undergone by the excited states of the probes.</p></div></div></div>


2020 ◽  
Author(s):  
Matteo Tiecco ◽  
Irene Di Guida ◽  
Pier Luigi Gentili ◽  
Raimondo Germani ◽  
Carmela Bonaccorso ◽  
...  

<div><div><div><p>The structural features of a series of diverse Deep Eutectic Solvents (DESs) have been investigated and characterized by means of two fluorescent probes. The spectral and photophysical properties of the latter are strictly dependent on the experienced environment, so that they can provide insights into the polarity, viscosity, hydrogen-bond network, and micro-heterogeneity of the various DESs.</p><p>In fact, the investigated DESs exhibit a variety of properties with regards to their hydrophilicity, acidity, and hydrogen-bond ability, and these details were deeply probed by the two fluorescent molecules. The effect of the addition of water, which is a key strategy for tuning the properties of these structured systems, was also tested. In particular, the excited state dynamics of the probes, measured by femtosecond-resolved transient absorption, proved instrumental in understanding the changes in the structural properties of the DESs, namely reduced viscosity and enhanced heterogeneity, as the water percentage increases. Differences between the various DESs in terms of both local microheterogeneity and bulk viscosity also emerged from the peculiar multi-exponential solvation dynamics undergone by the excited states of the probes.</p></div></div></div>


2014 ◽  
Vol 18 (08n09) ◽  
pp. 752-761 ◽  
Author(s):  
Tetsuo Okujima ◽  
Yoichi Shida ◽  
Keishi Ohara ◽  
Yuya Tomimori ◽  
Motoyoshi Nishioka ◽  
...  

A series of O-chelated BODIPYs fused with aromatic rings such as benzene and acenaphthylene at β,β-positions was synthesized as a near-infrared dye. The photophysical properties were examined by UV-vis-NIR absorption and fluorescence measurement. Acenaphthylene-fused O-BODIPYs showed a intense absorption at 750–840 nm with the ε of 105 M-1.cm-1. and a fluorescence emission at 770–850 nm with the high Φ value of 0.06–0.43.


Nanophotonics ◽  
2020 ◽  
Vol 9 (16) ◽  
pp. 4689-4701
Author(s):  
Lili Du ◽  
Wenjuan Xiong ◽  
Wai Kin Chan ◽  
David Lee Phillips

AbstractIn this review, noncovalent functionalization of single-wall carbon nanotubes (SWCNTs) is briefly reviewed. The functional materials summarized here include metalloporphyrin derivatives, biomolecules and conjugated polymers. Notably, time-resolved spectroscopic techniques such as time-resolved fluorescence and transient absorption were employed to directly investigate the electron transfer and recombination processes between the functionalities and the SWCNTs. In addition, Raman spectroscopy is also useful to identify the interaction and the electron transfer direction between both the functionalities and the SWCNTs. An improved understanding of the mechanisms of these SWCNT-based nanohybrids in terms of their structural and photophysical properties can provide more insights into the design of new electronic materials.


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