Category Ranking
98%
Total Visits
921
Avg Visit Duration
2 minutes
Citations
20
Article Abstract
Enantiomerically pure activated carboxylic acids (ACAs), (R)- and (S)-2-cyano-2-phenylpropanoic acids, are exploited to program the induction of chirality onto a zinc metal complex over time. NMR analysis shows that binding of the enantiopure ACA conjugate base to the Zn center breaks the symmetry of the complex and induces the formation of a single diastereoisomeric metal complex. Such a diastereoisomer is present only as long as the ACA is found in solution, and the ACA loading determines the time interval in which it persists in solution. At the end of the dissipative ACA cycle, no diastereoisomeric/enantiomeric excess is present anymore in the mixture. For the first time, a coordination process involving an ACA, more precisely its conjugate base, instead of an acid-base reaction, is exploited to drive a dissipative system.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1002/anie.202513917 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Transient Induction of Chirality from an Activated Carboxylic Acid to a Zinc Complex.
Angew Chem Int Ed Engl
September 2025
Dipartimento di Chimica and Istituto CNR per i Sistemi Biologici (ISB-CNR), Sezione Meccanismi di Reazione, c/o Dipartimento di Chimica, Università di Roma "La Sapienza", P.le A. Moro 5, Rome, I-00185, Italy.
Enantiomerically pure activated carboxylic acids (ACAs), (R)- and (S)-2-cyano-2-phenylpropanoic acids, are exploited to program the induction of chirality onto a zinc metal complex over time. NMR analysis shows that binding of the enantiopure ACA conjugate base to the Zn center breaks the symmetry of the complex and induces the formation of a single diastereoisomeric metal complex. Such a diastereoisomer is present only as long as the ACA is found in solution, and the ACA loading determines the time interval in which it persists in solution.
View Article and Find Full Text PDFStereoselective Synthesis of α-Aminophosphonates and Their Derivatives via Asymmetric α-Azidation of the CAMDOL-Derived Phosphonates.
Org Lett
September 2025
State Key Laboratory of Chemistry for NBC Hazards Protection, Beijing 102205, China.
Optically active α-aminophosphonic acids are unique analogues of α-amino acids, and numerous synthetic methods have been developed. Herein, we present a highly diastereoselective α-azidation approach to the CAMDOL-derived phosphonates, enabling ready access to 27 diverse α-azidophosphonates with defined chirality in up to 85% yield and more than 99:1 dr. Late-stage transformations through the Staudinger reaction or click reaction efficiently delivered the related pharmacological α-aminophosphonic acids or the unique α-triazolylphosphonate derivative, respectively.
View Article and Find Full Text PDFSpin-selective transport through chiral ferromagnetic nanohelices.
Science
September 2025
Institute of Engineering Research, Korea University, Seoul, Republic of Korea.
Chiral crystals with well-defined handedness in atomic arrangements exhibit properties such as spin selectivity, asymmetric magnetoresistance, and skyrmions. Although similar geometry-induced phenomena in chiral organic molecule-based systems were observed, synthesizing uniform inorganic nanostructures with desired chirality using a scalable method remains challenging. We electrochemically synthesized chiral ferromagnetic cobalt-iron nanohelices from nanoparticles in anodized aluminum oxide templates.
View Article and Find Full Text PDFGuides for Developing Hundreds of Novel Chiral MXenes and MBenes Nanosheets/Quantum Dots for Next-Generation Chiral Engineered Biomaterials Applications.
Adv Healthc Mater
September 2025
Russell School of Chemical Engineering, The University of Tulsa, Tulsa, OK, 74104, USA.
The development and multiple bio-applications of chiral MXene nanosheets and derived quantum dots-based heterostructures as next-generation plant biostimulants are recently reported in Small for the first time. This chirality-induction came at a critical juncture in the field, as the safety efficacy of synthetic low-dimensional materials, including MXenes, challenges their clinical, agricultural, and environmental translatability. Using a rational surface engineering and structural-modification strategy, distinct left- or right-handed chiral MXenes are developed.
View Article and Find Full Text PDFCompetitive Chirality Induction in Two-dimensional Germanium Iodide Perovskites Enabling Highly Anisotropic Nonlinear Optical Response.
Angew Chem Int Ed Engl
September 2025
State Key Laboratory of Functional Crystals and Devices, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian, 350002, P.R. China.
Chiral metal halide perovskites (CMHPs) are a promising class of chiroptical materials with significant potential applications in chiral-optoelectronic and chiral-spintronic devices. However, their chirality induction generally stems from the incorporation of chiral ligands, which constitutes compositional diversity and functional versatility. Herein, we report a significant chiral expression resulting from two distinct mechanisms: chirality transfer induced by chiral organic cations and mirror symmetry breaking driven by stereochemically active lone pairs, both contributing to controlled chirality induction.
View Article and Find Full Text PDF