A serendipitous C-C bond formation reaction between Michael donors and diiminoquinoid ring assisted by quaternary ammonium fluoride.
An efficient C-C bond formation reaction assisted by a fluoride ion has been identified for N,N'-diphenyl-1,4-phenylenediimine with the compounds having an active methylene group. The reaction follows the typical Michael addition fashion and proceeds to completion within 1 h at 70 degrees C in acetonitrile in the presence of tetrabutylammonium fluoride (TBAF), while the same reaction failed to proceed in the absence of a fluoride anion. The new finding reported herein also offers an unprecedented method for a direct functionalization of polyaniline backbone with versatile functional alkyl groups.
Paike
Vijaykumar V
VV
Department of Chemistry, National Tsing Hua University, Hsinchu, Taiwan, ROC.
Balakumar
R
R
Chen
Hsin-Yu
HY
Shih
Hong-Pin
HP
Han
Chien-Chung
CC