Premium
Synthesis of Amino‐Substituted Pyrrole‐Fused Perylenebis(dicarboximide) Derivatives by a One‐Pot Azidation/Reduction/Cyclization
Author(s) -
Li Yongjun,
Xu Liang,
Jiang Runsheng,
Liu Huibiao,
Li Yuliang
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201301046
Subject(s) - chemistry , pyrrole , halogen , sodium ascorbate , electrophilic aromatic substitution , diamine , substitution (logic) , combinatorial chemistry , organic chemistry , medicinal chemistry , ascorbic acid , alkyl , food science , computer science , programming language
Amino‐substituted pyrrole‐fused perylenebis(dicarboximides) have been prepared from tri‐ or tetrabromoperylene prcursors by using the classical azidation conditions for the substitution of aromatic halogen, that is, NaN 3 , sodium ascorbate, CuI, and N , N ‐dimethylethane‐1,2‐diamine in DMSO/H 2 O. The pyrrole‐fused dyes are highly photochemically and thermally stable, which may be useful for labelling and as building blocks for the synthesis of functional molecular materials.