The chemiluminescent compound aminobutylethyl-isoluminol (ABEI) and its isothiocyanate derivative have been coupled to a range of haptens (progesterone, cyclic AMP, cyclic GMP) and protein antigens (IgG, C9). All the derivatives were chemiluminescent, immunologically active, and stable for more than six months. When the ABEI-labeled antigens bind to their respective fluorescein-labeled antibodi...

The enantioselective fluorination of readily available cyclic allylic chlorides with AgF has been accomplished using a Pd(0) catalyst and Trost bisphosphine ligand. The reactions proceed with unprecedented ease of operation for Pd-mediated nucleophilic fluorination, allowing access to highly enantioenriched cyclic allylic fluorides that bear diverse functional groups. Evidence that supports a m...

A series of chlamydocin analogs with various carbonyl functionalities were designed and synthesized as histone deacetylase (HDAC) inhibitors. Chlamydocin is a cyclic tetrapeptide containing an epoxyketone surrogate in the side chain which makes it irreversible inhibitor of HDACs, whereas apicidins are a class of cyclic tetrapeptides that contain an ethylketone moiety as zinc ligand. We replaced...

We report asymmetric allylic alkylation of barium enolates of cyclic ketones catalyzed by a metallacyclic iridium complex containing a phosphoramidite ligand derived from (R)-1-(2-naphthyl)ethylamine. The reaction products contain adjacent quaternary and tertiary stereocenters. This process demonstrates that unstabilized cyclic ketone enolates can undergo diastereo- and enantioselective Ir-cata...

A binuclear macrocyclic ligand containing dissimilar N(amine)2O2 and N(imine)2O2 coordination sites sharing two phenolic oxygen atoms, was prepared by cyclic condensation of dialdehyde precursor L1H2 with 1,3-diaminopropane. The ligand includes two propionitrile pendant arms on the amine nitrogen atoms. The homobimetallic com...

Activation of photoreceptor and olfactory cyclic nucleotide-gated (CNG) channels involves distinct ligand-binding and channel-gating reactions. To dissociate binding from gating, we identified the first competitive antagonists of CNG channels: specific phosphorothioate derivatives of cAMP and cGMP. We also identified membrane-permeant forms of these molecules that are antagonists and that will ...

The use of iron as a replacement for noble metals in photochemical and photophysical applications is challenging due to the typically fast deactivation short-lived catalytically active states. Recent success cyclometalated iron(III) complex utilizing bis-tridentate ligand motif inspired phenyl-1H-pyrazole bidentate ligand. Five complexes using tris(1-phenylpyrazolato-N,C2)iron(III) scaffold are...

Asymmetric addition of arylboronates to aryl-substituted cyclic ketimines proceeded in the presence of a rhodium catalyst coordinated with a chiral diene ligand to give high yields of sulfamidates and sulfamides with high enantioselectivity (up to 99% ee).

New cyclic aromatic carbene ligands bearing remote amino groups were developed. The oxidative addition of Pd(0) into the chloride precursors yielded the corresponding Pd(II) complexes whose carbene ligand was demonstrated to have stronger donor ability than classical NHCs.