97976-81-3Relevant articles and documents
Chirality Sensing with Stereodynamic Biphenolate Zinc Complexes
Bentley, Keith W.,De Los Santos, Zeus A.,Weiss, Mary J.,Wolf, Christian
, p. 700 - 707 (2015)
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 carboxylic acids with a bis(urea)oligo(phenylene)ethynylene foldamer
De los Santos, Zeus A.,Yusin, Georgy,Wolf, Christian
, p. 1504 - 1509 (2019/02/13)
The development of molecular probes for optical sensing of chiral compounds has received increasing attention in recent years, in particular because of the potential to accelerate asymmetric reaction analysis. In this study, we prepared conformationally f
Dynamic Figure Eight Chirality: Multifarious Inversions of a Helical Preference Induced by Complexation
Katoono, Ryo,Tanaka, Yuki,Kusaka, Keiichi,Fujiwara, Kenshu,Suzuki, Takanori
, p. 7613 - 7625 (2015/08/18)
We demonstrate two types of inversion of a helical preference upon the 1:1 complexation of a dynamic figure eight molecule with a guest molecule through the controlled transmission of point chirality. We designed a series of macrocycles that prefer a nonplanar conformation with figure eight chirality. These macrocycles are composed of a chirality-transferring unit (terephthalamide) and a structure-modifying unit (two o-phenylene rings spaced with a varying number of triple bonds). The former unit provides a binding site for capturing a guest molecule through the formation of hydrogen bonds. The attachment of chiral auxiliaries to the former unit induces a helical preference for a particular sense through the intramolecular transmission of point chirality. For relatively small-sized macrocycles, the preferred sense was reversed upon complexation with an achiral guest. Contrary preferences before and after complexation were both seen for chiral auxiliaries associated with a figure eight host through two-way intramolecular transmission of the single chiral source. Alternatively, the helical preference induced in relatively large-sized macrocycles was reversed only when a figure eight host formed a 1:1 complex with a particular enantiomeric guest through the supramolecular transmission of point chirality in the guest. This stereospecific inversion of a helical preference is rare.
Synthesis and photophysical studies of chiral helical macrocyclic scaffolds via coordination-driven self-assembly of 1,8,9,16-tetraethynyltetraphenylene. Formation of monometallic platinum(II) and dimetallic platinum(II)-ruthenium(II) complexes
Lin, Fang,Peng, Hai-Yan,Chen, Jing-Xing,Chik, David T.W.,Cai, Zongwei,Wong, Keith M.C.,Yam, Vivian W. W.,Wong, Henry N. C.
supporting information; experimental part, p. 16383 - 16392 (2011/02/23)
This paper is concerned with the synthesis and reactions of enantiopure 1,8,9,16-tetraethynyltetraphenylene (3). We obtained 3 in 34% yield through four steps starting from 1,8,9,16-tetrahydroxytetraphenylene (2a) via a functional group interconversion st
Syntheses and crystal structures of strained planar silacyclynes containing a diacetylene unit
Guo, Li,Hrabusa III, Joseph M.,Tessier, Claire A.,Youngs, Wiley J.,Lattimer, Robert
, p. 43 - 54 (2007/10/03)
The synthesis and structural characterization of three silicon diacetylenic heterocyclynes 1,1-diisopropyl-4,5:10,11-dibenzosilacyclotrideca-4,10 diene-2,6,8,12-tetrayne (4), 1,1-dimethyl-4,5:10,11-dibenzosilacyclotrideca-4,10-diene-2,6,8,12-tetrayne (5),
Synthesis and Crystal Structure of 1,2:7,8:13,14:19,20-tetrabenzocyclotetracosa-1,7,13,19-tetraene-3,5,9,11,15,17,21,23-octayne
Guo, Li,Bradshaw, John D.,Tessier, Claire A.,Youngs, Wiley J.
, p. 243 - 244 (2007/10/02)
The title compound has been synthesized in a relatively high yield by the Glaser coupling reaction and characterized by X-ray crystallography and spectroscopy.
