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Synthesis and Photophysical Properties of Alkynylated Pyrimidines by Site‐Selective Sonogashira Reactions of 2,4,5,6‐Tetrachloropyrimidine; First Synthesis of Tetraalkynyl‐pyrimidines
Author(s) -
Malik Imran,
Ahmed Zeeshan,
Reimann Sebastian,
Ali Iftikhar,
Villinger Alexander,
Langer Peter
Publication year - 2011
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.201001622
Subject(s) - sonogashira coupling , chemistry , fluorescence , combinatorial chemistry , coupling reaction , organic chemistry , palladium , catalysis , physics , quantum mechanics
A variety of novel alkynyl‐substituted pyrimidines were prepared by the first site‐selective Sonogashira cross‐coupling reactions of 2,4,5,6‐tetrachloropyrimidine. The products, di‐, tri‐, and tetraalkynyl‐pyrimidines, exhibit fluorescence in the range of 395–470 nm. The synthesis of tetraalkynyl‐pyrimidines has not been previously reported, nor has the synthesis of chlorinated di‐ and trialkynylated pyrimidines.