Citation: PENG Yu-Xin, LIU Hua-Qi, HU Bin, QIAN Hui-Fen, HUANG Wei. An N-Alkylated 2-(5-Bromo-4-methylthiophen-2-yl)-imidazo [4, 5-f]-[1, 10]-phenanthroline Rhenium(Ⅰ) Tricarbonyl Compound Showing Aggregation-Induced Emission Enhancement[J]. Chinese Journal of Inorganic Chemistry, ;2020, 36(6): 1195-1203. doi: 10.11862/CJIC.2020.130 shu

An N-Alkylated 2-(5-Bromo-4-methylthiophen-2-yl)-imidazo [4, 5-f]-[1, 10]-phenanthroline Rhenium(Ⅰ) Tricarbonyl Compound Showing Aggregation-Induced Emission Enhancement

PENG Yu-Xin ^1,2 ,
LIU Hua-Qi ^2,3 ,
HU Bin ³ ,
QIAN Hui-Fen ^1,, ,
HUANG Wei ^2,4,,

1.
College of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 210009, China
2.
State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China
3.
Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University, Nanchang 330063, China
4.
Shenzhen Research Institute of Nanjing University, Shenzhen, Guangdong 518057, China

Corresponding author: QIAN Hui-Fen, qhf@njtech.edu.cn HUANG Wei, whuang@nju.edu.cn
Received Date: 23 March 2020
Revised Date: 5 April 2020

Figures(6)

This work probes the aggregation-induced emission enhancement (AIEE) property of a 2-(2-thienyl)imidazo [4, 5-f]-[1, 10]-phenanthroline (TIP) based rhenium(Ⅰ) tricarbonyl compound. Herein, N-alkylation reactions between 2-(5-bromo-4-methylthiophen-2-yl)-imidazo [4, 5-f]-[1, 10]-phenanthroline (1) and different alkyl bromides were carried out and three N-alkylated TIP derivatives (2a~2c) have been prepared successfully. The implantation of an N-alkyl group into the imidazole ring of TIP core can obviously increase the solubility in common organic solutions and affect the dihedral angles between imidazo [4, 5-f] [1, 10]phenanthroline and its neighbouring thiophene ring to different extents. The AIEE active rhenium(Ⅰ) tricarbonyl 3 was prepared via the reaction between 2a and Re(CO)₅Cl. X-ray single-crystal analysis of 3 indicates that the loose packing mode and the multiple intermolecular hydrogen-bonding interactions are suggested to be responsible for the AIEE activity.
- aggregation-induced emission enhancement,
- N-alkylation reaction,
- rhenium(Ⅰ) tricarbonyl compound,
- single-crystal structure
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