Synthesis and characterization of symmetric cyclooctatetraindoles: exploring the potential as electron-rich skeletons with extended π-systems.
A facile one-pot tetramerization of indolin-2-one with phosphoryl chloride was applied for the first convenient direct synthesis of C2v-symmetric cyclooctatetraindole with an 8π annulene as the center. Tetra- and octa-arylated cyclooctatetraindole derivatives functionalized with fluorescent fluorene and pyrene units were thus facilely synthesized and characterized.
Key Laboratory for Organic Electronics & Information Displays (KLOEID), Institute of Advanced Materials (IAM), Nanjing University of Posts and Telecommunications , Nanjing 210023, China.
Fang
F
Wang
Xiang-Chun
XC
Li
Wen-Yong
WY
Lai
Yao
Y
Chen
Wei
W
Huang
Fred
F
Wudl
D004583:Electrons; D005453:Fluorescence; D007211:Indoles / Q000737:chemistry*; D015394:Molecular Structure; D017553:Phosphorus Compounds / Q000737:chemistry*; D011721:Pyrenes / Q000737:chemistry*
D007211:Indoles; D017553:Phosphorus Compounds; D011721:Pyrenes; C456900:indolin-2-one; C030984:pyrene; C013196:phosphoryl chloride