Intramolecular hydroxycarbene C–H-insertion: The curious case of (o-methoxyphenyl)hydroxycarbene

Scholarly Works

• Zhou, G.; Guo, Z.; Shen, X. Electron-Rich Oxycarbenes: New Synthetic and Catalytic Applications beyond Group 6 Fischer Carbene Complexes. Angewandte Chemie (International ed. in English) 2023, 62, e202217189. doi:10.1002/anie.202217189
• Zhou, G.; Guo, Z.; Shen, X. Electron‐Rich Oxycarbenes: New Synthetic and Catalytic Applications beyond Group 6 Fischer Carbene Complexes. Angewandte Chemie 2023, 135. doi:10.1002/ange.202217189
• Chinn, E. S.; Falvey, D. E. Photochemical generation and characterization of the 5-endo-10,11-dihydrodibenzoazepine nitrenium ion. Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 2022, 21, 1907–1914. doi:10.1007/s43630-022-00267-3
• Keul, F.; Mardyukov, A.; Schreiner, P. R. Generation and reactivity of phenylhydroxycarbenes in solution. Journal of Physical Organic Chemistry 2022, 35. doi:10.1002/poc.4315
• Zeppuhar, A. N.; Falvey, D. E. Generation of N,N-Di(4-bromophenyl)nitrenium Ion under Acidic Conditions: Search for a Nitrenium Dication. The Journal of organic chemistry 2020, 85, 8844–8850. doi:10.1021/acs.joc.0c00686
• Priebbenow, D. L. Silicon-Derived Singlet Nucleophilic Carbene Reagents in Organic Synthesis. Advanced Synthesis & Catalysis 2020, 362, 1927–1946. doi:10.1002/adsc.202000279
• Gerbig, D.; Schreiner, P. R. Formation of a Tunneling Product in the Photorearrangement of o‐Nitrobenzaldehyde. Angewandte Chemie 2017, 129, 9573–9576. doi:10.1002/ange.201705140
• Gerbig, D.; Schreiner, P. R. Formation of a Tunneling Product in the Photorearrangement of o-Nitrobenzaldehyde. Angewandte Chemie (International ed. in English) 2017, 56, 9445–9448. doi:10.1002/anie.201705140
• Falvey, D. E. Nitrenium ion analogues of nonclassical carbocations: cyclopropylnitrenium, allylnitrenium, and azetidenium ions and mechanisms for their interconversion. Organic letters 2015, 17, 484–487. doi:10.1021/ol503488b
• Gerbig, D.; Schreiner, P. R. Hydrogen-tunneling in biologically relevant small molecules: the rotamerizations of α-ketocarboxylic acids. The journal of physical chemistry. B 2014, 119, 693–703. doi:10.1021/jp503633m
• Womack, C. C.; Crabtree, K. N.; McCaslin, L.; Martinez, O.; Field, R. W.; Stanton, J. F.; McCarthy, M. C. Gas-phase structure determination of dihydroxycarbene, one of the smallest stable singlet carbenes. Angewandte Chemie (International ed. in English) 2014, 53, 4089–4092. doi:10.1002/anie.201311082
• Womack, C. C.; Crabtree, K. N.; McCaslin, L.; Martinez, O.; Field, R. W.; Stanton, J. F.; McCarthy, M. C. Gas‐Phase Structure Determination of Dihydroxycarbene, One of the Smallest Stable Singlet Carbenes. Angewandte Chemie 2014, 126, 4173–4176. doi:10.1002/ange.201311082
• Gerbig, D.; Schreiner, P. R. Contemporary Carbene Chemistry; Wiley, 2013; pp 193–215. doi:10.1002/9781118730379.ch7
• Ley, D.; Gerbig, D.; Schreiner, P. R. Tunneling control of chemical reactions: C–H insertion versus H-tunneling in tert-butylhydroxycarbene. Chem. Sci. 2013, 4, 677–684. doi:10.1039/c2sc21555a
• Iwai, Y.; Ozaki, T. J.; Takita, R.; Uchiyama, M.; Shimokawa, J.; Fukuyama, T. Modified McFadyen–Stevens reaction for a versatile synthesis of aliphatic/aromatic aldehydes: design, optimization, and mechanistic investigations. Chemical Science 2013, 4, 1111–1119. doi:10.1039/c2sc22045h
• Gerbig, D.; Ley, D. Computational methods for contemporary carbene chemistry. WIREs Computational Molecular Science 2012, 3, 242–272. doi:10.1002/wcms.1124
• Bazsó, G.; Góbi, S.; Tarczay, G. Near-Infrared Radiation Induced Conformational Change and Hydrogen Atom Tunneling of 2-Chloropropionic Acid in Low-Temperature Ar Matrix. The journal of physical chemistry. A 2012, 116, 4823–4832. doi:10.1021/jp212597y
• Gerbig, D.; Ley, D.; Schreiner, P. R. Light- and heavy-atom tunneling in rearrangement reactions of cyclopropylcarbenes. Organic letters 2011, 13, 3526–3529. doi:10.1021/ol2013457
• Lin, Y.; Crestoni, M. E.; Fornarini, S.; Mayer, P. M. A neutralization-reionization and reactivity mass spectrometry study of the generation of neutral hydroxymethylene. Journal of mass spectrometry : JMS 2011, 46, 546–552. doi:10.1002/jms.1923

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