{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,4]],"date-time":"2026-07-04T06:02:38Z","timestamp":1783144958894,"version":"3.54.6"},"reference-count":28,"publisher":"MDPI AG","issue":"10","license":[{"start":{"date-parts":[[2022,10,6]],"date-time":"2022-10-06T00:00:00Z","timestamp":1665014400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"The Hunan Natural Science Foundation of China project","award":["2022JJ30029"],"award-info":[{"award-number":["2022JJ30029"]}]},{"name":"The One Hundred Talents Foundation of Hunan Province","award":["2022JJ30029"],"award-info":[{"award-number":["2022JJ30029"]}]},{"name":"EaStCHEM Research Computing Facility","award":["2022JJ30029"],"award-info":[{"award-number":["2022JJ30029"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Symmetry"],"abstract":"<jats:p>We used the recently introduced stress tensor trajectory U\u03c3 space construction within the framework of next-generation quantum theory of atoms in molecules (NG-QTAIM) for a chirality investigation of alanine when subjected to a non-structurally distorting electric field. The resultant sliding of the axial-bond critical point (BCP) responded significantly, up to twice as much, in the presence of the applied electric field in comparison to its absence. The bond flexing, a measure of bond strain, was always lower by up to a factor of four in the presence of the electric field, depending on its direction and magnitude. An achiral character of up to 7% was found for alanine in the presence of the applied electric field. The achiral character was entirely absent in the presence of the lowest value of the applied electric field. Future applications, including molecular devices using left and right circularly polarized laser pulses, are briefly discussed.<\/jats:p>","DOI":"10.3390\/sym14102075","type":"journal-article","created":{"date-parts":[[2022,10,11]],"date-time":"2022-10-11T03:32:56Z","timestamp":1665459176000},"page":"2075","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":10,"title":["Controlling Achiral and Chiral Properties with an Electric Field: A Next-Generation QTAIM Interpretation"],"prefix":"10.3390","volume":"14","author":[{"given":"Wenjing","family":"Yu","sequence":"first","affiliation":[{"name":"Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research and Key Laboratory of Resource, National and Local Joint Engineering Laboratory for New Petro-Chemical Materials and Fine Utilization of Resources, College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zi","family":"Li","sequence":"additional","affiliation":[{"name":"Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research and Key Laboratory of Resource, National and Local Joint Engineering Laboratory for New Petro-Chemical Materials and Fine Utilization of Resources, College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yuting","family":"Peng","sequence":"additional","affiliation":[{"name":"Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research and Key Laboratory of Resource, National and Local Joint Engineering Laboratory for New Petro-Chemical Materials and Fine Utilization of Resources, College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xinxin","family":"Feng","sequence":"additional","affiliation":[{"name":"Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research and Key Laboratory of Resource, National and Local Joint Engineering Laboratory for New Petro-Chemical Materials and Fine Utilization of Resources, College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tianlv","family":"Xu","sequence":"additional","affiliation":[{"name":"Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research and Key Laboratory of Resource, National and Local Joint Engineering Laboratory for New Petro-Chemical Materials and Fine Utilization of Resources, College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Herbert","family":"Fr\u00fcchtl","sequence":"additional","affiliation":[{"name":"EaStCHEM School of Chemistry, University of Saint Andrews, North Haugh, St Andrews, Fife KY16 9ST, UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7683-3293","authenticated-orcid":false,"given":"Tanja","family":"van Mourik","sequence":"additional","affiliation":[{"name":"EaStCHEM School of Chemistry, University of Saint Andrews, North Haugh, St Andrews, Fife KY16 9ST, UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0462-6962","authenticated-orcid":false,"given":"Steven R.","family":"Kirk","sequence":"additional","affiliation":[{"name":"Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research and Key Laboratory of Resource, National and Local Joint Engineering Laboratory for New Petro-Chemical Materials and Fine Utilization of Resources, College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4288-7653","authenticated-orcid":false,"given":"Samantha","family":"Jenkins","sequence":"additional","affiliation":[{"name":"Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research and Key Laboratory of Resource, National and Local Joint Engineering Laboratory for New Petro-Chemical Materials and Fine Utilization of Resources, College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081, China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2022,10,6]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"711","DOI":"10.1002\/chir.20981","article-title":"Experimental Methods for Measuring Optical Rotatory Dispersion: Survey and Outlook","volume":"23","author":"Castiglioni","year":"2011","journal-title":"Chirality"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"5497","DOI":"10.1021\/jacs.9b00823","article-title":"Chirality-Helicity Equivalence in the S and R Stereoisomers: A Theoretical Insight","volume":"141","author":"Xu","year":"2019","journal-title":"J. Am. Chem. Soc."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"244","DOI":"10.1070\/MC2004v014n06ABEH002051","article-title":"A Helix Theory for Molecular Chirality and Chiral Interaction","volume":"14","author":"Wang","year":"2004","journal-title":"Mendeleev Commun."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"484","DOI":"10.1038\/s41567-017-0038-z","article-title":"Photoexcitation Circular Dichroism in Chiral Molecules","volume":"14","author":"Beaulieu","year":"2018","journal-title":"Nat. Phys."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"1875","DOI":"10.1126\/science.1206997","article-title":"Three-Dimensional Correlation of Steric and Electronic Free Energy Relationships Guides Asymmetric Propargylation","volume":"333","author":"Harper","year":"2011","journal-title":"Science"},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"6408","DOI":"10.1039\/D1CC01904J","article-title":"Helical Electronic Transitions of Spiroconjugated Molecules","volume":"57","author":"Garner","year":"2021","journal-title":"Chem. Commun."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"e26884","DOI":"10.1002\/qua.26884","article-title":"Chirality\u2013Helicity of Cumulenes: A Non-Scalar Charge Density Derived Perspective","volume":"122","author":"Xing","year":"2022","journal-title":"Int. J. Quantum Chem."},{"key":"ref_8","doi-asserted-by":"crossref","unstructured":"Kirk, S.R., and Jenkins, S. (2022). Beyond Energetic and Scalar Measures: Next Generation Quantum Theory of Atoms in Molecules. WIREs Comput. Mol. Sci., e1611. Early View.","DOI":"10.1002\/wcms.1611"},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"1755","DOI":"10.1021\/acs.jcim.8b00324","article-title":"Algorithmic Analysis of Cahn\u2013Ingold\u2013Prelog Rules of Stereochemistry: Proposals for Revised Rules and a Guide for Machine Implementation","volume":"58","author":"Hanson","year":"2018","journal-title":"J. Chem. Inf. Model."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"e26917","DOI":"10.1002\/qua.26917","article-title":"The Chirality of Isotopomers of Glycine Compared Using Next-Generation QTAIM","volume":"122","author":"Nie","year":"2022","journal-title":"Int. J. Quantum. Chem."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"139762","DOI":"10.1016\/j.cplett.2022.139762","article-title":"Mixed Chiral and Achiral Character in Substituted Ethane: A Next Generation QTAIM Perspective","volume":"803","author":"Li","year":"2022","journal-title":"Chem. Phys. Lett."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"139669","DOI":"10.1016\/j.cplett.2022.139669","article-title":"Chiral and Steric Effects in Ethane: A next Generation QTAIM Interpretation","volume":"800","author":"Li","year":"2022","journal-title":"Chem. Phys. Lett."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"12551","DOI":"10.1021\/jacs.0c05128","article-title":"Electric-Field Mediated Chemistry: Uncovering and Exploiting the Potential of (Oriented) Electric Fields to Exert Chemical Catalysis and Reaction Control","volume":"142","author":"Shaik","year":"2020","journal-title":"J. Am. Chem. Soc."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"e26793","DOI":"10.1002\/qua.26793","article-title":"Control of Chirality, Bond Flexing and Anharmonicity in an Electric Field","volume":"121","author":"Li","year":"2021","journal-title":"Int. J. Quantum. Chem."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"459","DOI":"10.1139\/cjc-2014-0354","article-title":"Inducing Chirality Ex Nihilo by an Electric Field","volume":"93","author":"Wolk","year":"2014","journal-title":"Can. J. Chem."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"2871","DOI":"10.1063\/1.440457","article-title":"Quantum Topology of Molecular Charge Distributions. III. The Mechanics of an Atom in a Molecule","volume":"73","author":"Bader","year":"1980","journal-title":"J. Chem. Phys."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"8884","DOI":"10.1021\/jp1029745","article-title":"How Ambiguous Is the Local Kinetic Energy?","volume":"114","author":"Anderson","year":"2010","journal-title":"J. Phys. Chem. A"},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"13001","DOI":"10.1021\/jp204558n","article-title":"Quantum Theory of Atoms in Molecules: Results for the SR-ZORA Hamiltonian","volume":"115","author":"Anderson","year":"2011","journal-title":"J. Phys. Chem. A"},{"key":"ref_19","unstructured":"Keith, T.A. (2019). AIMAll (19.10.12), TK Gristmill Software. Available online: Http:\/\/Aim.Tkgristmill.Com."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"136907","DOI":"10.1016\/j.cplett.2019.136907","article-title":"A Comparison of QTAIM and the Stress Tensor for Chirality-Helicity Equivalence in S and R Stereoisomers","volume":"738","author":"Xu","year":"2020","journal-title":"Chem. Phys. Lett."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"094102","DOI":"10.1063\/1.2973634","article-title":"Electronic Stress Tensor Description of Chemical Bonds Using Nonclassical Bond Order Concept","volume":"129","author":"Szarek","year":"2008","journal-title":"J. Chem. Phys."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"2509","DOI":"10.1039\/C9CP05879F","article-title":"Intramolecular Mode Coupling of the Isotopomers of Water: A Non-Scalar Charge Density-Derived Perspective","volume":"22","author":"Tian","year":"2020","journal-title":"Phys. Chem. Chem. Phys."},{"key":"ref_23","unstructured":"Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Scalmani, G., Barone, V., Mennucci, B., and Petersson, G.A. (2009). Gaussian 09, Revision E.01."},{"key":"ref_24","unstructured":"Kirk, S.R., and Jenkins, S. (2022, October 01). QuantVec. Available online: https:\/\/doi.org\/10.5281\/Zenodo.5553686."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"8324","DOI":"10.1016\/j.tet.2008.05.129","article-title":"Dynamic Chirality, Chirality Transfer and Aggregation Behaviour of Dithienylethene Switches","volume":"64","author":"Lucas","year":"2008","journal-title":"Tetrahedron"},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"1506","DOI":"10.1021\/jz200474g","article-title":"Chiral Pathways and Periodic Decay in Cis-Azobenzene Photodynamics","volume":"2","author":"Weingart","year":"2011","journal-title":"J. Phys. Chem. Lett."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"105","DOI":"10.1021\/acs.jpclett.5b02575","article-title":"Computational Design of a Family of Light-Driven Rotary Molecular Motors with Improved Quantum Efficiency","volume":"7","author":"Nikiforov","year":"2016","journal-title":"J. Phys. Chem. Lett."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"866","DOI":"10.1038\/s41566-019-0531-2","article-title":"Synthetic Chiral Light for Efficient Control of Chiral Light\u2013Matter Interaction","volume":"13","author":"Ayuso","year":"2019","journal-title":"Nat. Photonics"}],"container-title":["Symmetry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/2073-8994\/14\/10\/2075\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T00:47:15Z","timestamp":1760143635000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/2073-8994\/14\/10\/2075"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2022,10,6]]},"references-count":28,"journal-issue":{"issue":"10","published-online":{"date-parts":[[2022,10]]}},"alternative-id":["sym14102075"],"URL":"https:\/\/doi.org\/10.3390\/sym14102075","relation":{},"ISSN":["2073-8994"],"issn-type":[{"value":"2073-8994","type":"electronic"}],"subject":[],"published":{"date-parts":[[2022,10,6]]}}}