title: A serendipitous C-C bond formation reaction between Michael donors and diiminoquinoid ring assisted by quaternary ammonium fluoride.
abstract: 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.
authors.affiliation: Department of Chemistry, National Tsing Hua University, Hsinchu, Taiwan, ROC.
authors.forename: Vijaykumar V
authors.initials: VV
authors.lastname: Paike
authors.forename: R
authors.initials: R
authors.lastname: Balakumar
authors.forename: Hsin-Yu
authors.initials: HY
authors.lastname: Chen
authors.forename: Hong-Pin
authors.initials: HP
authors.lastname: Shih
authors.forename: Chien-Chung
authors.initials: CC
authors.lastname: Han