Integrating density functional theory into reductive dechlorination research

Das Schober, Jaya; Kurwadkar, Sudarshan; Harper, Jr., Willie F.

doi:10.1002/rem.21765

Title: Integrating density functional theory into reductive dechlorination research

Journal Article · 05 August 2023 · Remediation

DOI: https://doi.org/10.1002/rem.21765 · OSTI ID:1994004

Das Schober, Jaya ^[1]; Kurwadkar, Sudarshan ^[2];

^[1]

Department of Systems Engineering and Management Air Force Institute of Technology Wright‐Patterson AFB Ohio USA
Department of Civil and Environmental Engineering California State University Fullerton California USA

Abstract Chlorinated organics have been frequently detected in groundwaters, threatening the quality of drinking water supplies worldwide. A promising method for groundwater remediation involves reductive dechlorination (RD), in which chlorine atoms are sequentially removed and substituted by hydrogen, producing less harmful byproducts. In this paper, for the first time, RD research is reviewed in light of the growing incorporation of density functional theory (DFT) as a research tool. DFT has been used to uncover a variety of reaction properties for a range of relevant groundwater pollutants, including 1,2,3‐trichloropropane, hexachlorobenzene, and various dioxins. DFT models have revealed the role of surface interactions in driving the kinetics of catalytically driven RD. Mechanisms involved with biologically mediated RD have also been elucidated with insights gleaned from DFT. Issues and challenges for future research are also discussed.

View Accepted Manuscript (Publisher)

Cite

Export

Save

Sponsoring Organization:: USDOE

OSTI ID:: 1994004

Journal Information:: Remediation, Journal Name: Remediation Journal Issue: 4 Vol. 33; ISSN 1051-5658

Publisher:: Wiley Blackwell (John Wiley & Sons)Copyright Statement

Country of Publication:: United States

Language:: English

References (35)

Chloroform Hydrodechlorination over Palladium-Gold Catalysts: A First-Principles DFT Study Xu, Lang; Yao, Xiaoqian; Khan, Ahmad ChemCatChem, Vol. 8, Issue 9 https://doi.org/10.1002/cctc.201600144	journal	April 2016
The ORCA program system: The ORCA program system Neese, Frank Wiley Interdisciplinary Reviews: Computational Molecular Science, Vol. 2, Issue 1 https://doi.org/10.1002/wcms.81	journal	June 2011
Models of active sites in supported Cu metal catalysts in 1,2-dichloroethane dechlorination. DFT analysis Avdeev, V. I.; Kovalchuk, V. I.; Zhidomirov, G. M. Journal of Structural Chemistry, Vol. 48, Issue S1 https://doi.org/10.1007/s10947-007-0159-9	journal	January 2007
DFT analysis of the mechanism of 1,2-dichloroethane dechlorination on supported Cu-Pt bimetallic catalysts Avdeev, V. I.; Kovalchuk, V. I.; Zhidomirov, G. M. Journal of Structural Chemistry, Vol. 48, Issue S1 https://doi.org/10.1007/s10947-007-0160-3	journal	January 2007
Theoretical study of the dechlorination reaction pathways of octachlorodibenzo-p-dioxin Fueno, Hiroyuki; Tanaka, Kazuyoshi; Sugawa, Seiichi Chemosphere, Vol. 48, Issue 8 https://doi.org/10.1016/S0045-6535(02)00141-8	journal	September 2002
Electrocatalytic dechlorination of 2,4-DCBA using CTAB functionalized Pd/GAC movable granular catalyst: Role of adsorption in catalysis Zhou, Jiasheng; Lou, Zimo; Wang, Zheni Chemical Engineering Journal, Vol. 414 https://doi.org/10.1016/j.cej.2021.128758	journal	June 2021
Degradation kinetics of hexachlorobenzene over zero-valent magnesium/graphite in protic solvent system and modeling of degradation pathways using density functional theory Garbou, Amel M.; Liu, Muqiong; Zou, Shengli Chemosphere, Vol. 222 https://doi.org/10.1016/j.chemosphere.2019.01.134	journal	May 2019
Dioxin-like compounds formation mediated by Fe3+-montmorillonite: The substituent effects of halophenols Wang, Yi; Peng, Anping; Ding, Keqiang Chemosphere, Vol. 300 https://doi.org/10.1016/j.chemosphere.2022.134531	journal	August 2022
Atomically dispersed Pd electrocatalyst for efficient aqueous phase dechlorination reaction Mao, Zhechuan; Liu, Linghui; Yang, Hong Bin Electrochimica Acta, Vol. 391 https://doi.org/10.1016/j.electacta.2021.138886	journal	September 2021
Rules of thumb for assessing reductive dechlorination pathways of PCDDs in specific systems Lu, Gui-Ning; Dang, Zhi; Fennell, Donna E. Journal of Hazardous Materials, Vol. 177, Issue 1-3 https://doi.org/10.1016/j.jhazmat.2009.12.051	journal	May 2010
Reductive dechlorination of octachlorodibenzo-p-dioxin by nanosized zero-valent zinc: Modeling of rate kinetics and congener profile Bokare, Varima; Jung, Ju-lim; Chang, Yoon-Young Journal of Hazardous Materials, Vol. 250-251 https://doi.org/10.1016/j.jhazmat.2013.02.020	journal	April 2013
Catalytic mechanism and pathways of 1, 2-dichloropropane oxidation over LaMnO3 perovskite: An experimental and DFT study Zhang, Chuanhui; Cao, Haijie; Wang, Chao Journal of Hazardous Materials, Vol. 402 https://doi.org/10.1016/j.jhazmat.2020.123473	journal	January 2021
Application of computational chemistry to understanding the structure and mechanism of the Mn catalytic site in photosystem II – A review Gatt, Phillip; Stranger, Rob; Pace, Ron J. Journal of Photochemistry and Photobiology B: Biology, Vol. 104, Issue 1-2 https://doi.org/10.1016/j.jphotobiol.2011.02.008	journal	July 2011
Gibbs energies of formation of chlorinated benzoic acids and benzoates and application to their reductive dechlorination Tang, Aili; Wang, Liming; Zhou, Ruiheng Journal of Molecular Structure: THEOCHEM, Vol. 960, Issue 1-3 https://doi.org/10.1016/j.theochem.2010.08.021	journal	November 2010
Status and Challenges of Density Functional Theory Verma, Pragya; Truhlar, Donald G. Trends in Chemistry, Vol. 2, Issue 4 https://doi.org/10.1016/j.trechm.2020.02.005	journal	April 2020
Unveiling the positive effect of mineral induced natural organic matter (NOM) on catalyst properties and catalytic dechlorination performance: An experiment and DFT study P., Anil Kumar Reddy; Senthamaraikannan, Thillai Govindaraja; Lim, Dong-Hee Water Research, Vol. 222 https://doi.org/10.1016/j.watres.2022.118871	journal	August 2022
Iron Nitride Nanoparticles for Enhanced Reductive Dechlorination of Trichloroethylene Brumovský, Miroslav; Oborná, Jana; Micić, Vesna Environmental Science & Technology, Vol. 56, Issue 7 https://doi.org/10.1021/acs.est.1c08282	journal	March 2022
DFT Studies of S_N2 Dechlorination of Polychlorinated Biphenyls Krzemińska, Agnieszka; Paneth, Piotr Environmental Science & Technology, Vol. 50, Issue 12 https://doi.org/10.1021/acs.est.6b00422	journal	June 2016
Theoretical and Experimental Studies of the Dechlorination Mechanism of Carbon Tetrachloride on a Vivianite Ferrous Phosphate Surface Jeon, Keonghee; Lee, Nara; Bae, Sungjun The Journal of Physical Chemistry A, Vol. 119, Issue 22 https://doi.org/10.1021/acs.jpca.5b01885	journal	May 2015
Hydrodechlorination of 1,2-Dichloroethane on Platinum Catalysts: Insights from Reaction Kinetics Experiments, Density Functional Theory, and Microkinetic Modeling Xu, Lang; Stangland, Eric E.; Dumesic, James A. ACS Catalysis, Vol. 11, Issue 13 https://doi.org/10.1021/acscatal.1c00940	journal	June 2021
Challenges for Density Functional Theory Cohen, Aron J.; Mori-Sánchez, Paula; Yang, Weitao Chemical Reviews, Vol. 112, Issue 1 https://doi.org/10.1021/cr200107z	journal	December 2011
Conceptual Density Functional Theory Geerlings, P.; De Proft, F.; Langenaeker, W. Chemical Reviews, Vol. 103, Issue 5 https://doi.org/10.1021/cr990029p	journal	May 2003
Introduction to Density Functional Theory: Calculations by Hand on the Helium Atom Baseden, Kyle A.; Tye, Jesse W. Journal of Chemical Education, Vol. 91, Issue 12 https://doi.org/10.1021/ed5004788	journal	November 2014
Prediction of Contaminant Persistence in Aqueous Phase: A Quantum Chemical Approach Blotevogel, Jens; Mayeno, Arthur N.; Sale, Tom C. Environmental Science & Technology, Vol. 45, Issue 6 https://doi.org/10.1021/es1028662	journal	March 2011
Pentachlorophenol Radical Cations Generated on Fe(III)-Montmorillonite Initiate Octachlorodibenzo-p-dioxin Formation in Clays: Density Functional Theory and Fourier Transform Infrared Studies Gu, Cheng; Liu, Cun; Johnston, Cliff T. Environmental Science & Technology, Vol. 45, Issue 4 https://doi.org/10.1021/es103324z	journal	January 2011
Modeling the Reductive Dechlorination of Polychlorinated Dibenzo-p-Dioxins: Kinetics, Pathway, and Equivalent Toxicity Kim, Ji-Hun; Tratnyek, Paul G.; Kim, Jae-Hwan Environmental Science & Technology, Vol. 43, Issue 14 https://doi.org/10.1021/es900018w	journal	June 2009
Integrating single-cobalt-site and electric field of boron nitride in dechlorination electrocatalysts by bioinspired design Min, Yuan; Zhou, Xiao; Chen, Jie-Jie Nature Communications, Vol. 12, Issue 1 https://doi.org/10.1038/s41467-020-20619-w	journal	January 2021
Reduction of 1,2,3-trichloropropane (TCP): pathways and mechanisms from computational chemistry calculations Torralba-Sanchez, Tifany L.; Bylaska, Eric J.; Salter-Blanc, Alexandra J. Environmental Science: Processes & Impacts, Vol. 22, Issue 3 https://doi.org/10.1039/C9EM00557A	journal	January 2020
Density‐functional thermochemistry. III. The role of exact exchange Becke, Axel D. The Journal of Chemical Physics, Vol. 98, Issue 7, p. 5648-5652 https://doi.org/10.1063/1.464913	journal	April 1993
Perspective: Fifty years of density-functional theory in chemical physics Becke, Axel D. The Journal of Chemical Physics, Vol. 140, Issue 18 https://doi.org/10.1063/1.4869598	journal	May 2014
Assessment of the CCSD and CCSD(T) coupled-cluster methods in calculating heats of formation for Cu complexes Weaver, Michael N.; Merz, Kenneth M. Molecular Physics, Vol. 107, Issue 8-12 https://doi.org/10.1080/00268970902953596	journal	April 2009
Density functional theory across chemistry, physics and biology van Mourik, Tanja; Bühl, Michael; Gaigeot, Marie-Pierre Philosophical Transactions of the Royal Society A: Mathematical, Physical and Engineering Sciences, Vol. 372, Issue 2011 https://doi.org/10.1098/rsta.2012.0488	journal	March 2014
Inhomogeneous Electron Gas Hohenberg, P.; Kohn, W. Physical Review, Vol. 136, Issue 3B, p. B864-B871 https://doi.org/10.1103/PhysRev.136.B864	journal	November 1964
Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density Lee, Chengteh; Yang, Weitao; Parr, Robert G. Physical Review B, Vol. 37, Issue 2 https://doi.org/10.1103/PhysRevB.37.785	journal	January 1988
Kinetic Study of CaCO3 Precipitation Accelerated by High Voltage Impulse Kim, Damha; Chang, In-Soung Journal of Korean Society of Environmental Engineers, Vol. 43, Issue 2 https://doi.org/10.4491/KSEE.2021.43.2.125	journal	February 2021

Similar Records

Dehalogenation of chlorinated dioxins by an anaerobic microbial consortium from sediment

Journal Article · 1995 · Environmental Toxicology and Chemistry · OSTI ID:64547

Beurskens, J E.M.; Wolf, J de; Toussaint, M; +3 more

Dechlorination of 1,2,3-trichloropropane by zero-valent iron

Conference · 1995 · OSTI ID:126363

Focht, R M; Gillham, R W

Reductive dehalogenation of chlorinated benzenes and toluenes under methanogenic conditions

Journal Article · 1993 · Applied and Environmental Microbiology; (United States) · OSTI ID:6716872

Ramanand, K; Balba, M T; Duffy, J

Title: Integrating density functional theory into reductive dechlorination research

Citation Formats

References (35)

Similar Records

Related Subjects