Precise molecular design for BN-modified polycyclic aromatic hydrocarbons toward mechanochromic materials

2020 ◽  
Vol 8 (42) ◽  
pp. 22023-22031
Author(s):  
Huanan Huang ◽  
Ying Zhou ◽  
Yawei Wang ◽  
Xiaohua Cao ◽  
Chuan Han ◽  
...  

This paper reports on a novel molecular-level design strategy to achieve a novel MCL material base on boron and nitrogen aromatics. The introduction of boron nitrogen unit is the key to design the MCL smart materials.

Synlett ◽  
2019 ◽  
Vol 31 (03) ◽  
pp. 211-222
Author(s):  
Junzhi Liu ◽  
Xinliang Feng

Bottom-up organic synthesis serves as an efficient method to provide atomically precise heteroatom-doped polycyclic aromatic hydrocarbons (PAHs) with not only well-defined size and edge structures but also specific concentrations and positions of the heteroatoms. We provide a plenary account of the preparation of nitrogen-doped PAHs (N-PAHs) through 1,3-dipolar cycloaddition between different dipolarophiles, as well as pyrazine-type N-doped diaza-hexa-peri-hexabenzocoronene (diaza-HBC). Additionally, we present the synthesis of a class of helical N-charged PAHs, including one charged aza[5]helicene and two charged aza[4]helicenes. Moreover, the bottom-up organic synthesis strategy is further extended to the construction of novel nitrogen-boron-nitrogen (NBN)-containing PAHs. Finally, we discuss the synthesis of four-coordinate boron chromophores containing 6,12,18-tris(alkyl amine)-5,11,17-triazatrinaphthylene derivative ligands.1 Introduction2 Nitrogen-Doped PAHs Based on Dibenzo-9a-azaphenalene (DBAP)3 Cationic Nitrogen-Doped Helical PAHs4 Nitrogen–Boron–Nitrogen-Doped PAHs5 Conclusion and Outlook


2016 ◽  
Vol 22 (37) ◽  
pp. 13181-13188 ◽  
Author(s):  
Valentin M. Hertz ◽  
Julian G. Massoth ◽  
Michael Bolte ◽  
Hans-Wolfram Lerner ◽  
Matthias Wagner

Author(s):  
Yi Zeng ◽  
Junfang Yang ◽  
Xiaoyan Zheng

To realize the precise munipulation of the optoelectrical properties of boron–nitrogen (B–N) unit-doped Polycyclic aromatic hydrocarbons (PAHs), unraveling the structure-property relationship behind is of vital importance. In this work, we...


Synlett ◽  
2018 ◽  
Vol 30 (04) ◽  
pp. 370-377 ◽  
Author(s):  
Kenta Kato ◽  
Yasutomo Segawa ◽  
Kenichiro Itami

This account focuses on the synthesis and structures of symmetric multiple carbohelicenes; i.e., fully fused polycyclic aromatic hydrocarbons containing two or more symmetric helicene moieties. Synergies of the multiplexed helicene structures within a π-system generate a number of local minima and transition states between each state. Based on recent studies on multiple helicenes, a systematic molecular design for further multiplexed symmetric helicenes is proposed in the last section of this article.


2021 ◽  
Vol 8 (1) ◽  
pp. 10-17
Author(s):  
Yannik Appiarius ◽  
Tim Stauch ◽  
Enno Lork ◽  
Pascal Rusch ◽  
Nadja C. Bigall ◽  
...  

A synthetic approach towards boron-nitrogen substituted polycyclic aromatic hydrocarbons (BN-PAHs) via electrophilic cyclization is described and it is shown that the variation of the rings' connectivity may tune the emission wavelengths effectively.


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