An efficient and facile synthesis of highly substituted 2,6-dicyanoanilines

作者:Yi Chenyi; Blum Carmen; Liu Shi Xia*; Frei Gabriela; Neels Antonia; Renaud Philippe; Leutwyler Samuel; Decurtins Silvio
来源:Journal of Organic Chemistry, 2008, 73(9): 3596-3599.
DOI:10.1021/jo800260b

摘要

A one-pot procedure for the synthesis of substituted 2,6-dicyanoanilines starting from readily available ynones and malononitrile has been developed. For instance, penta-1,4-diyn-3-one is converted into the acetylene-substituted aniline derivative I in good yield. Upon photoexcitation, this chromophore shows a strong blue emission with a high quantum yield. The ground- and the excited-state geometries, charge distributions, and excitation energies of 1 have been evaluated by ab initio calculations.

  • 出版日期2008-5-2