Electroactive Carbazole-Based Polycyclic Aromatic Hydrocarbons: Synthesis, Photophysical Properties, and Computational Studies

被引：1

作者：

Wong, Hui Qi ^{[1
,2
,3
,4
]}

Lin, Ting-Hsuan ^{[1
,5
]}

Liao, Jian-Ming ^{[6
]}

Kholimatussadiah, Septia ^{[3
,7
]}

Baskoro, Febri ^{[1
]}

Tsai, Hui-Hsu Gavin ^{[6
,8
]}

Yen, Hung-Ju ^{[1
]}

机构：

[1] Acad Sinica, Inst Chem, Taipei 11529, Taiwan

[2] Acad Sinica, Sustainable Chem Sci & Technol Program, Taiwan Int Grad Program TIGP, Taipei 11529, Taiwan

[3] Natl Taiwan Univ, Taipei 11529, Taiwan

[4] Natl Taiwan Univ, Dept Chem Engn, Taipei 10617, Taiwan

[5] Natl Taiwan Univ Sci & Technol, Dept Chem Engn, Taipei 10607, Taiwan

[6] Natl Cent Univ, Dept Chem, Taoyuan City 32001, Taiwan

[7] Acad Sinica, Nano Sci & Technol Program, TIGP, Taipei 11529, Taiwan

[8] Natl Cent Univ, Res Ctr New Generat Light Driven Photovolta Modul, Taoyuan City 32001, Taiwan

来源：

ACS OMEGA | 2024年 / 9卷 / 27期

关键词：

ELECTROCHEMICAL SYNTHESIS; DEPOSITION;

D O I：

10.1021/acsomega.4c01434

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Herein, we explored the oxidative coupling reactions of carbazole-based polycyclic aromatic hydrocarbons using traditional Scholl reactions and electrochemical oxidation. Our findings indicate that the oxidation predominantly occurs at the carbazole functional group. The underlying reaction mechanisms were also clarified through theoretical investigations, highlighting that the primary oxidation pathway involves the 3,6-positions of the carbazole moiety, which is attributable to its high electron density.

引用

页码：29379 / 29390

页数：12

共 50 条

[1] Synthesis and photophysical properties of carbazole-based blue emitting dendrimers
Adhikari, Ravi M.
Mondal, Rajib
Shah, Bipin K.
Neckers, Douglas C.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 233
[2] SYNTHESIS AND PHOTOPHYSICAL PROPERTIES OF TWO BRANCHED CARBAZOLE-BASED POLYMERS
Catargiu, Ana Maria
Ivan, Teofilia
Vacareanu, Loredana
Grigoras, Mircea
REVUE ROUMAINE DE CHIMIE, 2013, 58 (2-3) : 113 - 119
[3] Spectroscopic and photophysical properties of carbazole-based triads
Belletête, M
Bédard, M
Bouchard, J
Leclerc, M
Durocher, G
CANADIAN JOURNAL OF CHEMISTRY, 2004, 82 (08) : 1280 - 1288
[4] Synthesis, photophysical and antioxidant properties of carbazole-based bis-thiosemicarbazones
Bingul, Murat
Senkuytu, Elif
Saglam, Mehmet F.
Boga, Mehmet
Kandemir, Hakan
Sengul, Ibrahim F.
RESEARCH ON CHEMICAL INTERMEDIATES, 2019, 45 (09) : 4487 - 4499
[5] Synthesis, photophysical and antioxidant properties of carbazole-based bis-thiosemicarbazones
Murat Bingul
Elif Şenkuytu
Mehmet F. Saglam
Mehmet Boga
Hakan Kandemir
Ibrahim F. Sengul
Research on Chemical Intermediates, 2019, 45 : 4487 - 4499
[6] Synthesis and photophysical properties of a new carbazole-based acidochromic molecular switch
Heydari, Zahra
Rashidi-Ranjbar, Parviz
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2019, 377 : 8 - 13
[7] Computational studies on the cyclization of polycyclic aromatic hydrocarbons in the synthesis of curved aromatic derivatives
Buñuel, E
Marco-Martínez, J
Díaz-Tendero, S
Martín, F
Alcamí, M
Cárdenas, DJ
CHEMPHYSCHEM, 2006, 7 (02) : 475 - 481
[8] Aggregation induced emissive carbazole-based push pull NLOphores: Synthesis, photophysical properties and DFT studies
Lanke, Sandip K.
Sekar, Nagaiyan
DYES AND PIGMENTS, 2016, 124 : 82 - 92
[9] Synthesis, photophysical and electrochemical properties of two novel carbazole-based dye molecules
Zhang, Qing
Zhu, Weiju
Fang, Min
Yin, Fangfang
Li, Cun
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2015, 135 : 379 - 385
[10] Synthesis and photophysical properties of carbazole-based blue light-emitting dendrimers
Adhikari, Ravi M.
Mondal, Rajib
Shah, Bipin K.
Neckers, Douglas C.
JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (13): : 4727 - 4732

← 1 2 3 4 5 →