Publications
(49) Bottom-Up Formation of Antiaromatic Cyclobutadiene (c-C4H4) in Interstellar Ice Analogs. J. Wang, J. H. Marks, A. K. Eckhardt* and R. I. Kaiser J. Phys. Chem. Lett., 2024, 15, 1211–1217, doi:10.1021/acs.jpclett.3c03524.
(48) Spectroscopic identification of interstellar relevant 2-iminoacetaldehyde. V. D. Drabkin, V. Paczelt and A. K. Eckhardt* Chem. Commun., 2023, 59, 12715–12718, doi:10.1039/D3CC04192A.
Highlight: • Chemical Communications 2023 Emerging Investigators
(47) Quantum Tunneling Mediated Low-Temperature Synthesis of Interstellar Hemiacetals J. Wang, A. A. Nikolayev, J. H. Marks, M. Mcanally, V. N. Azyazov, A. K. Eckhardt,* A. M. Mebel and R. I. Kaiser J. Phys. Chem. Lett., 2023, 14, 6078–6085, doi:10.1021/acs.jpclett.3c01144.
(46) Synthesis of interstellar propen-2-ol (CH3C(OH)CH2) – the simplest enol tautomer of a ketone. J. Wang, A. A. Nikolayev, C. Zhang, J. H. Marks, V. N. Azyazov, A. K. Eckhardt,* A. M. Mebel and R. I. Kaiser Phys. Chem. Chem. Phys., 2023, X, Advance Article, doi:10.1039/D3CP02307A.
(45) Gas-phase detection of oxirene. J. Wang, J. H. Marks, A. M. Turner, A. M. Mebel, A. K. Eckhardt* and R. I. Kaiser Sci. Adv., 2023, 9, eadg1134, doi:10.1126/sciadv.adg1134.
Highlight: • UHM News
(44) Prebiotic Synthesis and Isomerization in Interstellar Analog Ice: Glycinal, Acetamide, and Their Enol Tautomers. J. H. Marks, J. Wang, N. F. Kleimeier, A. M. Turner, A. K. Eckhardt* and R. I. Kaiser Angew. Chem Int. Ed., 2023, 62, e202218645, doi:10.1002/anie.202218645; Angew. Chem., 2023, 135, e202218645, doi:10.1002/ange.202218645.
(43) Glycine Imine – The Elusive α-Imino Acid Intermediate in the Reductive Amination of Glyoxylic Acid. V. Paczelt, R. C. Wende, P. R. Schreiner and A. K. Eckhardt* Angew. Chem Int. Ed., 2023, 62, e202218548, doi:10.1002/anie.202218548; Angew. Chem., 2023, 135, e202218548, doi:10.1002/ange.202218548.
(42) Equilibrating parent aminomercaptocarbene and CO2 with 2-amino-2-thioxoacetic acid via heavy-atom quantum tunneling. B. Bernhardt, M. Schauermann, E. Solel, A. K. Eckhardt and P. R. Schreiner Chem. Sci., 2023, 14, 130–135, doi:10.1039/D2SC05388H.
(41) A Mechanistic Study on the Formation of Acetone (CH3COCH3), Propanal (CH3CH2CHO), Propylene Oxide (c-CH3CHOCH2) along with Their Propenol Enols (CH3CHCHOH/CH3C(OH)CH2) in Interstellar Analog Ices. S. K. Singh, N. F. Kleimeier, A. K. Eckhardt* and R. I. Kaiser Astrophys. J., 2022, 941, 103, doi:10.3847/1538-4357/ac8c92.
(40) Spectroscopic Evidence for 1,2-Diiminoethane – A Key Intermediate in Imidazole Synthesis. A. K. Eckhardt* Chem. Commun., 2022, 58, 8484–8487, doi:10.1039/D2CC03065A.
Highlight: • Chemical Communications HOT Articles 2022
(39) Taming Phosphorus Mononitride. A. K. Eckhardt, M.-L. Y. Riu, M. Ye, P. Müller, G. Bistoni and C. C. Cummins Nat. Chem., 2022, 14, 928–934, doi:10.1038/s41557-022-00958-5. (ChemRxiv)
Highlight: • C&EN: Novel P and N chemistry • Highlighted in “Notizen aus der Chemie” Nachr. Chem. 2022, 70 (August), 52.
(38) Formation of the elusive tetrahedral P3N molecule. C. Zhang, C. Zhu, A. K. Eckhardt,* and R. I. Kaiser Sci. Adv., 2022, 8, eabo5792, doi:10.1126/sciadv.abo5792.
(37) Reactions of Tri-tert-Butylphosphatetrahedrane as a Spring-Loaded Phosphinidene Synthon Featuring Nickel-Catalyzed Transfer to Unactivated Alkenes. M.-L. Y. Riu, A. K. Eckhardt and C. C. Cummins J. Am. Chem. Soc., 2022, 144, 7578–7582, doi:10.1021/jacs.2c02236.
Highlight: • MIT News
(36) Detection of 1H-Triphosphirene (c-HP3) and 2-Triphosphenylidene (HP3): The Isovalent Counterparts of 1H-Triazirine (c-HN3) and Hydrazoic Acid (HN3). C. Zhang, C. Zhu, A. K. Eckhardt* and R. I. Kaiser J. Phys. Chem. Lett., 2022, 13, 2725-2730, doi:10.1021/acs.jpclett.2c00639.
(35) Staudinger Reactivity and Click Chemistry of Anthracene (A)-Based Azidophosphine N3PA. A. K. Eckhardt, M.-L. Y. Riu, P. Müller and C. C. Cummins Inorg. Chem., 2022, 61, 1270–1274, doi:10.1021/acs.inorgchem.1c03753.
(34) Frustrated Lewis Pair Stabilized Phosphoryl Nitride (NPO), a Monophosphorus Analogue of Nitrous Oxide (N2O). A. K. Eckhardt, M.-L. Y. Riu, P. Müller and C. C. Cummins J. Am. Chem. Soc., 2021, 143, 21252–21257, doi:10.1021/jacs.1c11426. (ChemRxiv)
Highlight: • Highlighted in “Trendbericht Anorganische Chemie 2023: Hauptgruppen” Nachr. Chem. 2023, 71, 46-57.
(33) Identification of a prismatic P3N3 molecule formed from electron irradiated phosphine-nitrogen ices. C. Zhu, A. K. Eckhardt,* S. Chandra, A. M. Turner, P. R. Schreiner and R. I. Kaiser Nat. Commun., 2021, 12, 5467, doi:10.1038/s41467-021-25775-1. (* = corresponding author)
Highlight: • C&EN: Novel P and N chemistry
(32) Carbon-13 studies of sulphur-terminated carbon chains: chemical bonding, molecular structures, and formation pathways. M. C. McCarthy, K. L. K. Lee, J. P. Porterfield, P. B. Changala and A. K. Eckhardt Mol. Phys., 2021, 119, e1975052, doi:10.1080/00268976.2021.1975052.
(31) Identification of Glycolaldehyde Enol (HOHC═CHOH) in Interstellar Analogue Ices. N. F. Kleimeier, A. K. Eckhardt* and R. I. Kaiser J. Am. Chem. Soc., 2021, 143, 14009–14018, doi:10.1021/jacs.1c07978. (* = corresponding author)
(30) Dimerization and Cycloaddition Reactions of Transient Tri-tert-butylphosphacyclobutadiene Generated by Lewis Acid Induced Isomerization of Tri-tert-butylphosphatetrahedrane. M.-L. Y. Riu, A. K. Eckhardt and C. C. Cummins J. Am. Chem. Soc., 2021, 143, 13005–13009, doi:10.1021/jacs.1c06840.
(29) Spectroscopic characterization and photochemistry of the vinylsulfinyl radical. Z. Wu, L. Wang, B. Lu, A. K. Eckhardt, P. R. Schreiner and X. Zeng Phys. Chem. Chem. Phys., 2021, 23, 16307–16315, doi:10.1039/D1CP02584H.
(28) A Photoionization Mass Spectrometry Investigation into Complex Organic Molecules Formed in Interstellar Analog Ices of Carbon Monoxide and Water Exposed to Ionizing Radiation. A. M. Turner, A. Bergantini, A. S. Koutsogiannis, N. F. Kleimeier, S. K. Singh, C. Zhu, A. K. Eckhardt and R. I. Kaiser Astrophys. J., 2021, 916, 74, doi:10.3847/1538-4357/ac0537.
(27) Identification of Elusive Keto and Enol Intermediates in the Photolysis of 1,3,5-Trinitro-1,3,5-Triazinane. S. K. Singh, V. Vuppuluri, B. J. Sun, B. Y. Chang, A. K. Eckhardt, S. F. Son, A. H. H. Chang and R. I. Kaiser J. Phys. Chem. Lett., 2021, 12, 6062–6069, doi:10.1021/acs.jpclett.1c01610.
(26) Formation of phosphine imide (HN=PH3) and its phosphinous amide (H2N–PH2) isomer. C. Zhu, A. Bergantini, S. K. Singh, R. I. Kaiser, A. K. Eckhardt,* P. R. Schreiner, Y. S. Huang, B. J. Sun and A. H. H. Chang Chem. Commun., 2021, 57, 4958–4961, doi:10.1039/D0CC08411E. (* = corresponding author)
(25) Ethynylhydroxycarbene (H–C≡C–C̈–OH). B. Bernhardt, M. Ruth, A. K. Eckhardt and P. R. Schreiner J. Am. Chem. Soc., 2021, 143, 3741–3746, doi:10.1021/jacs.1c00897.
(24) Characterization of the Simplest Thiolimine – The Higher Energy Tautomer of Thioformamide. B. Bernhardt, F. Dressler, A. K. Eckhardt, J. Becker and P. R. Schreiner Chem. Eur. J., 2021, 27, 6732–6739, doi:10.1002/chem.202005188.
(23) A Photoionization Study on the Detection of 1-Sila Glycolaldehyde (HSiOCH2OH), 2-Sila Acetic Acid (SiH3COOH), and 1,2-Disila Acetaldehyde (HSiOSiH3). S. Chandra, A. K. Eckhardt, A. M. Turner, G. Tarczay and R. I. Kaiser Chem. Eur. J., 2021, 27, 4939–4945, doi:10.1002/chem.202004863.
(22) Intramolecular London Dispersion Interactions Do Not Cancel in Solution. J. M. Schümann, J. P. Wagner, A. K. Eckhardt, H. Quanz and P. R. Schreiner J. Am. Chem. Soc., 2021, 143, 41–45, doi:10.1021/jacs.0c09597.
(21) A chemical dynamics study on the gas-phase formation of triplet and singlet (C5H2) carbenes. C. He, G. R. Galimova, Y. Luo, L. Zhao, A. K. Eckhardt, R. Sun, A. M. Mebel and R. I. Kaiser Proc. Natl. Acad. Sci. U.S.A., 2020, 117, 30142–30150, doi:10.1073/pnas.2019257117.
Highlight: • Energy.gov
(20) Interstellar Formation of Biorelevant Pyruvic Acid (CH3COCOOH). N. F. Kleimeier,‡ A. K. Eckhardt,‡ P. R. Schreiner and R. I. Kaiser Chem, 2020, 6, 3385–3395, doi:10.1016/j.chempr.2020.10.003. (‡ = contributed equally)
Highlight: • UHM News • JLU press release • Astrobiology.com • Miragenews.com • Bionity.com
(19) A Mechanistic Study on the Formation of Acetic Acid (CH3COOH) in Polar Interstellar Analog Ices Exploiting Photoionization Reflectron Time-of-flight Mass Spectrometry. N. F. Kleimeier, A. K. Eckhardt and R. I. Kaiser Astrophys. J., 2020, 901, 84, doi:10.3847/1538-4357/abafa4.
(18) Spectroscopic identification of the •SSNO isomers. L. Wang, Z. Wu, B. Lu, A. K. Eckhardt, P. R. Schreiner, T. Trabelsi, J. S. Francisco, Q. Yao, C. Xie, H. Guo, and X. Zeng J. Chem. Phys., 2020, 153, 094303, doi:10.1063/5.0020669.
(17) The elusive cyclotriphosphazene molecule and its Dewar benzene–type valence isomer (P3N3). C. Zhu,‡ A. K. Eckhardt,‡ A. Bergantini, S. K. Singh, P. R. Schreiner and R. I. Kaiser Sci. Adv., 2020, 6, eaba6934, doi:10.1126/sciadv.aba6934. (‡ = contributed equally)
Highlight: • UHM News • Phys.org News
(16) Photochemistry of HNSO2 in cryogenic matrices: spectroscopic identification of the intermediates and mechanism. C. Chen, L. Wang, X. Zhao, Z. Wu, B. Bernhardt, A. K. Eckhardt, P. R. Schreiner and X. Zeng Phys. Chem. Chem. Phys., 2020, 22, 7975–7983, doi:10.1039/D0CP00962H.
(15) 1,1-Ethenediol – The Long Elusive Enol of Acetic Acid. Artur Mardyukov, A. K. Eckhardt and P. R. Schreiner Angew. Chem Int. Ed., 2020, 59, 5577–5580, doi:10.1002/anie.201915646; Angew. Chem., 2020, 132, 5625–5628, doi:10.1002/ange.201915646.
(14) In Situ Switching of Site-Selectivity with Light in the Acetylation of Sugars with Azopeptide Catalysts. Dominik Niedek, Frederik R. Erb, Christopher Topp, Alexander Seitz, Raffael C. Wende, A. K. Eckhardt, Jonas Kind, Dominik Herold, Christina M. Thiele and Peter R. Schreiner J. Org. Chem., 2020, 85, 1835–1846, doi:10.1021/acs.joc.9b01913.
(13) Competitive Nitrogen versus Carbon Tunneling. C. M. Nunes, A. K. Eckhardt, I. Reva, R. Fausto and P. R. Schreiner J. Am. Chem. Soc., 2019, 141, 14340–14348, doi:10.1021/jacs.9b06869.
(12) Formation of Glyoxylic Acid in Interstellar Ices: A Key Entry Point for Prebiotic Chemistry. A. K. Eckhardt,‡ A. Bergantini,‡ S. K. Singh, P. R. Schreiner and R. I. Kaiser Angew. Chem Int. Ed., 2019, 58, 5663–5667, doi:10.1002/anie.201901059; Angew. Chem., 2019, 131, 5719–5723, doi:10.1002/ange.201901059. (‡ = contributed equally)
(11) Caged Nitric Oxide-Thiyl Radical Pairs. Z. Wu, C. Chen, J. Liu, Y. Lu, J. Xu, X. Liu, G. Cui, T. Trabelsi, J. S. Francisco, A. Mardyukov, A. K. Eckhardt, P. R. Schreiner and X. Zeng J. Am. Chem. Soc., 2019, 141, 3361–3365, doi:10.1021/jacs.8b12746.
(10) Conformer-specific [1,2]H-tunnelling in captodatively-stabilized cyanohydroxycarbene (NC–C̈–OH). A. K. Eckhardt, F. R. Erb and P. R. Schreiner Chem. Sci., 2019, 10, 802–810, doi:10.1039/C8SC03720E.
(09) 1,3-Dioxolane-4-ol Hemiacetal Stores Formaldehyde and Glycolaldehyde in the Gas-Phase. A. K. Eckhardt, R. C. Wende and P. R. Schreiner J. Am. Chem. Soc., 2018, 140, 12333–12336, doi:10.1021/jacs.8b07480.
Highlight: • Online Cover Feature
(08) Gas-phase sugar formation using hydroxymethylene as the reactive formaldehyde isomer. A. K. Eckhardt,‡ M. M. Linden,‡ R. C. Wende, B. Bernhardt and P. R. Schreiner Nat. Chem., 2018, 10, 1141–1147, doi:10.1038/s41557-018-0128-2. (‡ = contributed equally)
Highlight: • Chemistry World: Super-reactive molecule could solve space sugar mystery • JLU press release: Süßes Leben – einfachste Zucker ohne Biosynthese • Innovations Report • LABO Online • idw - Informationsdienst Wissenschaft
(07) Phenylsulfinyl Radical: Gas Phase Generation, Photoisomerization, and Oxidation. J. Xu, Z. Wu, H. Wan, G. Deng, B. Lu, A. K. Eckhardt, P. R. Schreiner, T. Trabelsi, J. S. Francisco and X. Zeng J. Am. Chem. Soc., 2018, 140, 9972–9978, doi:10.1021/jacs.8b05055.
(06) Spectroscopic Evidence for Aminomethylene (H−C̈−NH2) – The Simplest Amino Carbene. A. K. Eckhardt and P. R. Schreiner Angew. Chem Int. Ed., 2018, 57, 5248–5252, doi:10.1002/anie.201800679; Angew. Chem., 2018, 130, 5346–5350, doi:10.1002/ange.201800679.
Highlight: • Frontispiece • Very Important Paper (top 5% of all Angewandte publications) • Computational Organic Chemistry Blog - Steven M. Bachrach
(05) The near-UV absorber OSSO and its Isomers. Z. Wu, H. Wan, J. Xu, B. Lu, Y. Lu, A. K. Eckhardt, P. R. Schreiner, C. Xie, H. Guo and X. Zeng Chem. Commun., 2018, 54, 4517–4520, doi:10.1039/c8cc00999f.
Highlight: • Inside Front Cover • Chemistry World: Venusian near-UV absorber mystery solved
(04) Capture of SO3 Isomers in the Oxidation of Sulfur Monoxide with Molecular Oxygen. Z. Wu, B. Lu, R. Feng, J. Xu, Y. Lu, H. Wan, A. K. Eckhardt, P. R. Schreiner, C. Xie, H. Guo and X. Zeng Chem. Commun., 2018, 54, 1690–1693, doi:10.1039/c7cc09389f.
Highlight: Inside Front Cover
(03) Heavy Atom Secondary Kinetic Isotope Effect on H-Tunneling. A. K. Eckhardt, D. Gerbig and P. R. Schreiner J. Phys. Chem. A, 2018, 122, 1488–1495, doi:10.1021/acs.jpca.7b12118.
(02) The Trifluoromethyl Sulfinyl and Oxathiyl Radicals. Z. Wu, J. Xu, G. Deng, X. Chu, L. Sokolenko, T. Trabelsi, J. S. Francisco, A. K. Eckhardt, P. R. Schreiner and X. Zeng Chem. Eur. J., 2018, 24, 1505–1508, doi:10.1002/chem.201705142.
Highlight: • Cover Feature
(01) The 1943 K Emission Spectrum of H216O Between 6600 and 7050 cm−1. E. Czinki, T. Furtenbacher, A. G. Császár, A. K. Eckhardt and G. C. Mellau J. Quant. Spectrosc. Radiat. Transfer, 2018, 206, 46–54, doi:10.1016/j.jqsrt.2017.10.028.