305350-55-4Relevant academic research and scientific papers
OFF/ON switching of circularly polarized luminescence by oxophilic interaction of homochiral sulfoxide-containing o-OPEs with metal cations
Reiné, Pablo,Ortu?o, Ana M.,Resa, Sandra,álvarez de Cienfuegos, Luis,Blanco, Victor,Ruedas-Rama, M. José,Mazzeo, Giuseppe,Abbate, Sergio,Lucotti, Andrea,Tommasini, Matteo,Guisán-Ceinos, Santiago,Ribagorda, Maria,Campa?a, Araceli G.,Mota, Antonio,Longhi, Giovanna,Miguel, Delia,Cuerva, Juan M.
, p. 13985 - 13988 (2018)
Here we describe a new class of CPL switches based on oxophilic interactions between chiral sulfoxide-containing ortho-phenylene ethynylene (o-OPE) foldamers and cationic metals. These systems represent a unique case combining high glum values
Chirality Sensing with Stereodynamic Biphenolate Zinc Complexes
Bentley, Keith W.,De Los Santos, Zeus A.,Weiss, Mary J.,Wolf, Christian
, p. 700 - 707 (2015/10/12)
Two bidentate ligands consisting of a fluxional polyarylacetylene framework with terminal phenol groups were synthesized. Reaction with diethylzinc gives stereodynamic complexes that undergo distinct asymmetric transformation of the first kind upon binding of chiral amines and amino alcohols. The substrate-to-ligand chirality imprinting at the zinc coordination sphere results in characteristic circular dichroism signals that can be used for direct enantiomeric excess (ee) analysis. This chemosensing approach bears potential for high-throughput ee screening with small sample amounts and reduced solvent waste compared to traditional high-performance liquid chromatography methods. Chirality 27:700-707, 2015.
Enantioselective sensing of chiral amino alcohols with a stereodynamic arylacetylene-based probe
Iwaniuk, Daniel P.,Bentley, Keith W.,Wolf, Christian
, p. 584 - 589 (2012/08/07)
Enantioselective induced circular dichroism analysis of amino alcohols has been accomplished using a conformationally flexible arylacetylene-based probe exhibiting two terminal aldehyde groups. The chirality of the amino alcohol substrates is imprinted on
A Stereodynamic probe providing a chiroptical response to substrate-controlled induction of an axially chiral arylacetylene framework
Iwaniuk, Daniel P.,Wolf, Christian
, p. 2414 - 2417 (2011/04/25)
A stereodynamic probe containing a central 1,4-di(phenylethynyl)benzene rod and two 2-formylphenylethynyl branches has been prepared through a series of Sonogashira cross-coupling reactions with 62% overall yield. This CD silent diarylacetylene-based fram
Enantioselective sensing of amines based on [1 + 1]-, [2 + 2]-, and [1 + 2]-condensation with fluxional arylacetylene-derived dialdehydes
Iwaniuk, Daniel P.,Wolf, Christian
, p. 2602 - 2605 (2011/06/27)
Four induced circular dichroism (ICD) probes exhibiting a stereodynamic arylacetylene framework and terminal aldehyde units have been prepared. The CD silent sensors generate a strong chiroptical response to substrate-controlled induction of axial chirality upon selective [1 + 1]-, [2 + 2]-, and [1 + 2]-condensation. The intense Cotton effects can be exploited for in situ ICD analysis of the absolute configuration and ee of a wide range of amines.
Synthesis of novel acetylenic cyclophanes with helical chirality: Potential new structures for liquid crystals
Collins, Shawn K.,Yap, Glenn P. A.,Fallis, Alex G.
, p. 3189 - 3192 (2007/10/03)
(matrix presented) The synthesis of a series of novel acetylenic cyclophanes is described. X-ray crystallographic analysis of the core structure revealed a twisted conformation with helical chirality. Preliminary results suggest that these cyclophanes, wi
