- Taking into account the structural requirements for TICT-type sensor molecules, a general synthetic
route to derive pH and cation-responsive pretwisted donor (D)donor (D) biphenyls (b) equipped with
donor receptors is developed and a first model compound containing a mono aza-15-crown-5 and a
DMA receptor is synthesized, see Scheme 1. The spectroscopic properties of this new bifunctional
DD biphenyl are studied in the non-polar and polar solvents cyclohexane, acetonitrile, and methanol.
Protonation as well as complexation studies are performed with the representative metal ions Na(I),
K(I), Ca(II), Ag(I), Zn(II), Cd(II), Hg(II), and Pb(II) to reveal the potential of this molecule for
communication of whether none, only one, or both binding sites are engaged in analyte coordination
by spectroscopically distinguishable outputs. The results are compared to those obtained with closely
related donor (D)acceptor (A) substituted biphenyl-type sensor molecules and are discussed within
theTaking into account the structural requirements for TICT-type sensor molecules, a general synthetic
route to derive pH and cation-responsive pretwisted donor (D)donor (D) biphenyls (b) equipped with
donor receptors is developed and a first model compound containing a mono aza-15-crown-5 and a
DMA receptor is synthesized, see Scheme 1. The spectroscopic properties of this new bifunctional
DD biphenyl are studied in the non-polar and polar solvents cyclohexane, acetonitrile, and methanol.
Protonation as well as complexation studies are performed with the representative metal ions Na(I),
K(I), Ca(II), Ag(I), Zn(II), Cd(II), Hg(II), and Pb(II) to reveal the potential of this molecule for
communication of whether none, only one, or both binding sites are engaged in analyte coordination
by spectroscopically distinguishable outputs. The results are compared to those obtained with closely
related donor (D)acceptor (A) substituted biphenyl-type sensor molecules and are discussed within
the framework of neutral and ionic D A biphenyls.…