scholarly journals Aminomaleimide fluorophores: a simple functional group with bright, solvent dependent emission

2015 ◽  
Vol 51 (47) ◽  
pp. 9733-9736 ◽  
Author(s):  
Anne B. Mabire ◽  
Mathew P. Robin ◽  
Wen-Dong Quan ◽  
Helen Willcock ◽  
Vasilios G. Stavros ◽  
...  
Keyword(s):  
Functional Group ◽  
Quantum Yields ◽  
New Class ◽  
High Quantum ◽  
Stokes Shifts

Amino-substituted maleimides form a new class of highly emissive compounds, with large Stokes shifts (>100 nm) and high quantum yields (up to ∼60%).

Synthesis and fluorescence study of conjugated polymers based on 2,4,6-triphenylpyridine moieties

2016 ◽  
Vol 40 (7) ◽  
pp. 6281-6288 ◽  
Author(s):  
Qianping Ran ◽  
Jianfeng Ma ◽  
Tao Wang ◽  
Shimin Fan ◽  
Yong Yang ◽  
...  
Keyword(s):  
Conjugated Polymers ◽  
Fluorescence Emission ◽  
Band Gaps ◽  
Quantum Yields ◽  
Fluorescence Study ◽  
Strong Fluorescence ◽  
High Quantum ◽  
Stokes Shifts

Three novel 2,4,6-triphenylpyridine-based conjugated polymers showed strong fluorescence emission with large Stokes' shifts, tunable band gaps and high quantum yields.

scholarly journals Deconstructive Cycloaromatization Strategy towards N,O-Bidentate Ligands and Their Four-Coordinate Organoboron Complexes

2022 ◽  
Author(s):  
Jinlei Zhou ◽  
Xiaotian Shi ◽  
Huitao Zheng ◽  
Guangxian Chen ◽  
Chen Zhang ◽  
...  
Keyword(s):  
Material Science ◽  
Functional Group ◽  
Scale Up ◽  
Quantum Yields ◽  
Bidentate Ligands ◽  
Bright Fluorescence ◽  
Boron Complexes ◽  
Homo Lumo ◽  
Stokes Shifts ◽  
Straightforward Approach

Abstract The innovative construction of novel N,O-bidentate ligands and N,O π-conjugated four-coordinate organoboron complexes represent a long-standing challenge for chemists. Here, we report an unprecedented and straightforward approach for the construction of N,O-bidentate ligands and their organoboron complexes via the merge of ring deconstruction with cycloaromatization of indolizines and cyclopropenones. Without any catalysts, our method is able to deliver a series of polyaryl 2-(pyridin-2-yl)phenol ligands, N,O π-conjugated organoboron (BF2 and BAr2) complexes with good functional-group compatibility which are difficult or even impossible to synthesize with previous methods. Importantly, the formed N,O-bidentate ligands were easy to scale up and derive with valuable drugs and active molecules. In addition, the photoluminescence measurements and the HOMO/LUMO gap have been investigated, the results have revealed that N,O π-conjugated tetracoordinate boron complexes display bright fluorescence, large Stokes shifts, and good quantum yields (Φlum = 0.15–0.45). The method proposed by the paper will inspire the development of various N,O-bidentate metal and boron complexes, which is expected to move the area of catalysis chemistry and material science forward.

Synthesis and Photophysical Properties of 1,4-Dihydro-2H,5H-chromeno[4,3-d][1,3]oxazin-5-ones, and Derivatives Containing Tethered 1,2,3-Triazoles, from 4-Aminocoumarins

Synthesis ◽  
2019 ◽  
Vol 51 (15) ◽  
pp. 2965-2976
Author(s):  
Marina C. Dilelio ◽  
Nathan P. Brites ◽  
Larissa A. Vieira ◽  
Bernardo A. Iglesias ◽  
Teodoro S. Kaufman ◽  
...  
Keyword(s):  
Nitrogen Atom ◽  
Click Chemistry ◽  
Photophysical Properties ◽  
Quantum Yields ◽  
One Pot ◽  
Alkyl Aryl ◽  
Triazole Derivatives ◽  
High Quantum ◽  
Stokes Shifts

A facile protocol for the unprecedented one-pot H2SO4-mediated hydroxymethylation/cyclative N,O-acetalization of 4-aminocoumarins to 1,4-dihydro-2H,5H-chromeno[4,3-d][1,3]oxazin-5-ones, in moderate to good yields, was developed and optimized. The scope and limitations of the transformation, which takes place in water or water/THF mixtures, were also studied. The nitrogen atom of the resulting tricycles was used to tether alkyl, aryl and 1,2,3-triazolylmethyl moieties, employing a two-step click chemistry approach for the latter. The photophysical properties of the heterocycles, as well as of their 1,2,3-triazole derivatives, were also examined. The N-aryl derivatives exhibited high quantum yields of fluorescence (up to Φf = 0.69) and very large Stokes shifts (up to 201 nm).

Symmetry Breaking and the Turn-On Fluorescence of Small, Highly Strained Carbon Nanohoops

2019 ◽  
Author(s):  
Terri Lovell ◽  
Curtis Colwell ◽  
Lev N. Zakharov ◽  
Ramesh Jasti
Keyword(s):  
Symmetry Breaking ◽  
Theoretical Work ◽  
P Systems ◽  
Quantum Yields ◽  
Size Dependent ◽  
New Class ◽  
Carbon Carbon Bond ◽  
Conjugated Macrocycles ◽  
Structural Manipulation ◽  
Highly Strained

<p>[<i>n</i>]Cycloparaphenylenes, or “carbon nanohoops,” are unique conjugated macrocycles with radially oriented p-systems similar to those in carbon nanotubes. The centrosymmetric nature and conformational rigidity of these molecules lead to unusual size-dependent photophysical characteristics. To investigate these effects further and expand the family of possible structures, a new class of related carbon nanohoops with broken symmetry is disclosed. In these structures, referred to as <i>meta</i>[<i>n</i>]cycloparaphenylenes, a single carbon-carbon bond is shifted by one position in order to break the centrosymmetric nature of the parent [<i>n</i>]cycloparaphenylenes. Advantageously, the symmetry breaking leads to bright emission in the smaller nanohoops, which are typically non-fluorescent due to optical selection rules. Moreover, this simple structural manipulation retains one of the most unique features of the nanohoop structures-size dependent emissive properties with relatively large extinction coefficents and quantum yields. Inspired by earlier theoretical work by Tretiak and co-workers, this joint synthetic, photophysical, and theoretical study provides further design principles to manipulate the optical properties of this growing class of molecules with radially oriented p-systems.</p>

Symmetry Breaking and the Turn-On Fluorescence of Small, Highly Strained Carbon Nanohoops

2019 ◽  
Author(s):  
Terri Lovell ◽  
Curtis Colwell ◽  
Lev N. Zakharov ◽  
Ramesh Jasti
Keyword(s):  
Symmetry Breaking ◽  
Theoretical Work ◽  
P Systems ◽  
Quantum Yields ◽  
Size Dependent ◽  
New Class ◽  
Carbon Carbon Bond ◽  
Conjugated Macrocycles ◽  
Structural Manipulation ◽  
Highly Strained

<p>[<i>n</i>]Cycloparaphenylenes, or “carbon nanohoops,” are unique conjugated macrocycles with radially oriented p-systems similar to those in carbon nanotubes. The centrosymmetric nature and conformational rigidity of these molecules lead to unusual size-dependent photophysical characteristics. To investigate these effects further and expand the family of possible structures, a new class of related carbon nanohoops with broken symmetry is disclosed. In these structures, referred to as <i>meta</i>[<i>n</i>]cycloparaphenylenes, a single carbon-carbon bond is shifted by one position in order to break the centrosymmetric nature of the parent [<i>n</i>]cycloparaphenylenes. Advantageously, the symmetry breaking leads to bright emission in the smaller nanohoops, which are typically non-fluorescent due to optical selection rules. Moreover, this simple structural manipulation retains one of the most unique features of the nanohoop structures-size dependent emissive properties with relatively large extinction coefficents and quantum yields. Inspired by earlier theoretical work by Tretiak and co-workers, this joint synthetic, photophysical, and theoretical study provides further design principles to manipulate the optical properties of this growing class of molecules with radially oriented p-systems.</p>

Highly efficient orange-red electroluminescence of iridium complexes with good electron mobility

2017 ◽  
Vol 5 (32) ◽  
pp. 8150-8159 ◽  
Author(s):  
Hua-Bo Han ◽  
Rong-Zhen Cui ◽  
Yi-Ming Jing ◽  
Guang-Zhao Lu ◽  
You-Xuan Zheng ◽  
...  
Keyword(s):  
Current Efficiency ◽  
Electron Mobility ◽  
Quantum Yields ◽  
Iridium Complexes ◽  
Maximum Luminance ◽  
High Quantum ◽  
Highly Efficient ◽  
Maximum Current ◽  
Low Efficiency

Two orange-red iridium complexes with high quantum yields and good electron mobility were applied in efficient OLEDs showing a maximum luminance of 129 466 cd m−2, a maximum current efficiency of 62.96 cd A−1 with low efficiency roll-off.

scholarly journals Cu/Pd-catalyzed borocarbonylative trifunctionalization of alkynes and allenes: synthesis of β-geminal-diboryl ketones

2021 ◽  
Author(s):  
Yang Yuan ◽  
Fu-Peng Wu ◽  
Anke Spannenberg ◽  
Xiao-Feng Wu
Keyword(s):  
Organic Synthesis ◽  
Functional Group ◽  
Building Blocks ◽  
Mechanistic Studies ◽  
Efficient Strategy ◽  
New Class ◽  
Reaction Proceeds

AbstractFunctionalized bisboryl compounds have recently emerged as a new class of synthetically useful building blocks in organic synthesis. Herein, we report an efficient strategy to synthesize β-geminal-diboryl ketones enabled by a Cu/Pd-catalyzed borocarbonylative trifunctionalization of readily available alkynes and allenes. This reaction promises to be a useful method for the synthesis of functionalized β-geminal-diboryl ketones with broad functional group tolerance. Mechanistic studies suggest that the reaction proceeds through borocarbonylation/hydroboration cascade of both alkynes and allenes.

scholarly journals Rapid pseudo five-component synthesis of intensively blue luminescent 2,5-di(hetero)arylfurans via a Sonogashira–Glaser cyclization sequence

2014 ◽  
Vol 10 ◽  
pp. 672-679 ◽  
Author(s):  
Fabian Klukas ◽  
Alexander Grunwald ◽  
Franziska Menschel ◽  
Thomas J J Müller
Keyword(s):  
Natural Products ◽  
Electronic Structure ◽  
Biologically Active ◽  
Blue Luminescence ◽  
Quantum Yields ◽  
One Pot ◽  
Dft Computations ◽  
High Quantum ◽  
Bright Blue ◽  
Coupling Sequence

2,5-Di(hetero)arylfurans are readily accessible in a pseudo five-component reaction via a Sonogashira–Glaser coupling sequence followed by a superbase-mediated (KOH/DMSO) cyclization in a consecutive one-pot fashion. Besides the straightforward synthesis of natural products and biologically active molecules all representatives are particularly interesting due to their bright blue luminescence with remarkably high quantum yields. The electronic structure of the title compounds is additionally studied with DFT computations.

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