The quadrupolar and octupolar cyano triphenylamines shows symmetry broken dipolar charge transfer state, however, its stability can be controlled by the rotation of N-C bond of amino and phenylene moiety.
Two novel fluorescent probes based on triphenylamine (TPC) and phenanthro(9,10-d-imidazole) (PITP) have been synthesized and studied as cyanide selective indicators in aqueous media. Complete colour bleaching was observed due to the nucleophilic addition of cyanide to the 2-vinylmalononitrile of TPC, which results in the disruption of the extended conjugation and turns off the intramolecular charge transfer (ICT) process. Furthermore, a visible color change was observed with a large Stokes shift (108 nm) upon the addition of cyanide anions to PITP, due to the formation of hydrogen bonding between the CN anion and -NH of PITP, which increased the electron density on the donor moiety and induced strong ICT.
New types of mesitylene based tri-site containing asymmetric quaternary ammonium salts 9a and 9b have been prepared and used as efficient chiral phase transfer catalysts for enantioselective Michael addition reactions between the chalcones and diethylmalonate under mild reaction conditions such as lower concentration of base, catalyst and ultrasonic conditions with very good chemical yields (up to 98%) and ee's (up to 99%).
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