Synthesis of Cationic [4], [5], and [6]Azahelicenes with Extended π-Conjugated Systems

被引：3

作者：

Hruby, Samuel ^{[1
]}

Ulc, Jan ^{[1
]}

Cisarova, Ivana ^{[2
]}

Kotora, Martin ^{[1
]}

机构：

[1] Charles Univ Prague, Fac Sci, Dept Organ Chem, Hlavova 8, Prague 12843, Czech Republic

[2] Charles Univ Prague, Fac Sci, Dept Inorgan Chem, Hlavova 8, Prague 12843, Czech Republic

来源：

CATALYSTS | 2023年 / 13卷 / 05期

关键词：

C-C bond activation; C-H bond activation; helicenes; catalysis; rhodium; fluorescence; ONE-POT SYNTHESIS; ONE HUNDRED YEARS; C-H ACTIVATION; PHOTOPHYSICAL PROPERTIES; PHENANTHRIDINES; ROUTE; CONSTRUCTION; BIPHENYLENE; DERIVATIVES; COMPLEXES;

D O I：

10.3390/catal13050912

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The scope of Rh-catalyzed C-C bond cleavage/annulation of biphenylene with various aromatic nitriles was studied. The subsequent Rh- and Ir-catalyzed C-H bond activation/annulation sequence of the formed 9-arylphenanthridines with alkynes gave rise to cationic [4], [5], [6] helical quinolizinium salts. The scope of the reaction with respect to the structural features of the starting 9-arylphenanthridines and alkynes was studied. Their helical arrangement was confirmed through single-crystal X-ray analyses of selected compounds. Most of the prepared quinolizinium salts exhibited fluorescence emission maxima in the region of 525-623 nm with absolute quantum yields up to 25%.

引用

页数：12

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