Tuning the Through-Space Charge Transfer Emission in Triarylborane and Triarylamine Functionalized Dipeptide Organogels

Soft Matter ◽  
2022 ◽  
Author(s):  
Yu Wang ◽  
Bowen Wang ◽  
Kanglei Liu ◽  
Xiaodong Yin ◽  
Pangkuan Chen ◽  
...  
Keyword(s):  
Charge Transfer ◽  
Space Charge ◽  
New Class

We report herein a new class of either carbazolyl or BMes2 (Mes = mesityl) group functionalized Boc-Lys(Z)-Phe-OMe (Z = carbobenzyloxy) dipeptides—Boc-Lys(Z)-Phe-C5-carbazolyl (N2) and Boc-Lys(Z)-Phe-C6-BMes2 (B2). Both of the compounds are...

Through space charge-transfer emission in lambda (Λ)-shaped triarylboranes and the use in fluorescent sensing for fluoride and cyanide ions

RSC Advances ◽  
2015 ◽  
Vol 5 (57) ◽  
pp. 45668-45678 ◽  
Author(s):  
He Xi ◽  
Yang Liu ◽  
Chun-Xue Yuan ◽  
Ye-Xin Li ◽  
Lei Wang ◽  
...  
Keyword(s):  
Charge Transfer ◽  
Space Charge ◽  
Fluorescent Sensors ◽  
Organoboron Compounds ◽  
Fluorescent Sensing ◽  
Efficient Strategy ◽  
New Class

By introducing a twisted and non-conjugated Λ-shaped TB scaffold to triarylboranes, we provide an efficient strategy to develop a new class of organoboron compounds applied as colorimetric and ratiometric fluorescent sensors for fluoride and cyanide.

scholarly journals Tuning π-Acceptor/σ-Donor Ratio of the 2-Isocyanoazulene Ligand: Non-Fluorinated Rival of Pentafluorophenyl Isocyanide and Trifluorovinyl Isocyanide Discovered

Molecules ◽  
2021 ◽  
Vol 26 (4) ◽  
pp. 981
Author(s):  
Mason D. Hart ◽  
John J. Meyers ◽  
Zachary A. Wood ◽  
Toshinori Nakakita ◽  
Jason C. Applegate ◽  
...  
Keyword(s):  
Charge Transfer ◽  
Coordination Chemistry ◽  
Single Crystal ◽  
13C Nmr ◽  
Quantitative Assessment ◽  
X Ray ◽  
New Class ◽  
Linear Relationships ◽  
Ligand Charge Transfer ◽  
Donor Characteristics

Isocyanoazulenes (CNAz) constitute a relatively new class of isocyanoarenes that offers rich structural and electronic diversification of the organic isocyanide ligand platform. This article considers a series of 2-isocyano-1,3-X2-azulene ligands (X = H, Me, CO2Et, Br, and CN) and the corresponding zero-valent complexes thereof, [(OC)5Cr(2-isocyano-1,3-X2-azulene)]. Air- and thermally stable, X-ray structurally characterized 2-isocyano-1,3-dimethylazulene may be viewed as a non-benzenoid aromatic congener of 2,6-dimethyphenyl isocyanide (2,6-xylyl isocyanide), a longtime “workhorse” aryl isocyanide ligand in coordination chemistry. Single crystal X-ray crystallographic {Cr–CNAz bond distances}, cyclic voltametric {E1/2(Cr0/1+)}, 13C NMR {δ(13CN), δ(13CO)}, UV-vis {dπ(Cr) → pπ*(CNAz) Metal-to-Ligand Charge Transfer}, and FTIR {νN≡C, νC≡O, kC≡O} analyses of the [(OC)5Cr(2-isocyano-1,3-X2-azulene)] complexes provided a multifaceted, quantitative assessment of the π-acceptor/σ-donor characteristics of the above five 2-isocyanoazulenes. In particular, the following inverse linear relationships were documented: δ(13COtrans) vs. δ(13CN), δ(13COcis) vs. δ(13CN), and δ(13COtrans) vs. kC≡O,trans force constant. Remarkably, the net electron withdrawing capability of the 2-isocyano-1,3-dicyanoazulene ligand rivals those of perfluorinated isocyanides CNC6F5 and CNC2F3.

Fast Reverse Intersystem Crossing Over 107 s-1 in Organic Emitters with Inverted Singlet-Triplet Gap via Intramolecular Through Space Charge Transfer

2021 ◽  
Author(s):  
Yafei Wang ◽  
Xinrui Chen ◽  
Robert Pollice ◽  
Bing Li ◽  
Yuanyuan Zhu ◽  
...  
Keyword(s):  
Charge Transfer ◽  
Space Charge ◽  
Intersystem Crossing ◽  
Acceptor Group ◽  
Fluorescent Materials ◽  
High Emission ◽  
Bond Charge ◽  
The Relationship ◽  
Donor Moiety ◽  
Insight Into

Controlling excited state properties to achieve fast reverse intersystem crossing rates of over 107 s-1 is still challenging for intramolecular through-space charge transfer (TSCT) based delayed fluorescent materials. To gain further insight into the relationship between through-space and through-bond charge transfer (TSCT/TBCT), herein, three compounds DPS-24Ac, DPS-25Ac and DPS-OAc were prepared and characterized via NMR, MS and single crystal, in which the diphenylsulfone (DPS) is used as the acceptor group and acridine (Ac) as the donor moiety. Intense emissions from blue to yellow with high emission efficiency of 70-100% are detected for all emitters. Both computations and experiments suggest that compounds DPS-24Ac and DPS-25Ac have a clear TSCT effect and also an inverted adiabatic singlet-triplet gap which can be explained by the kinetic exchange mechanism. Notably, compound DPS-24Ac achieves the highest reverse intersystem crossing rate constant (krISC) of over 107 s-1 via manipulation of both TSCT and TBCT effects. The solution-processed devices display maximum external quantum efficiencies of 21.73, 12.14 and 4.96% for DPS-24Ac, DPS-25Ac and DPS-OAc, respectively. Overall, this work provides a novel avenue to achieve highly-efficient OLED materials with fast rISC by controlling both TSCT and TBCT effects.

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