scholarly journals σ‐Noninnocence: Masked Phenyl‐Cation Transfer at Formal Ni IV

2019 ◽  
Vol 131 (37) ◽  
pp. 13267-13273 ◽  
Author(s):  
Jelte S. Steen ◽  
Gerald Knizia ◽  
Johannes E. M. N. Klein
Keyword(s):  
Phenyl Cation

Effects of Ultrasounds on Neat nitrobenzene

2019 ◽  
Vol 70 (8) ◽  
pp. 3085-3088
Author(s):  
Carmen Eugenia Stavarache ◽  
Yasuaki Maeda ◽  
Mircea Vinatoru
Keyword(s):  
Nitro Group ◽  
Radical Cation ◽  
Reaction Mechanisms ◽  
Diphenyl Ether ◽  
Argon Atmosphere ◽  
Phenyl Radical ◽  
Dissolved Gas ◽  
Decomposition Products ◽  
Oxygenated Compounds ◽  
Phenyl Cation

Neat nitrobenzene was continuously irradiated at two ultrasonic frequencies: 40 and 200 kHz, under air and argon atmosphere, respectively. Samples taken at intervals of 1, 5, 10 and 24 h were analyzed by GC-MS and decomposition products were identified. Possible reaction mechanisms are discussed. Presence of air as dissolved gas leads to oxygenated compounds such as 1,4-benzoquinone, 2,4-dinitrophenol, m-dinitrobenzene while argon inhibits the decomposition of nitrobenzene, especially at sonication times under 5 h. Based on the nature of the compounds identified we advanced a mechanism, involving a divergent splitting of unstable radical cation of NB in air and argon respectively. Thus, under air, the phenyl cation formation is preferred leading to 1,4-benzoquinone nitro-biphenyls and dinitrobenzene, while under argon, the phenyl radical formation seems to be favored, leading to phenol and diphenyl ether. The oxygenated compounds detected under argon clearly are a consequence of the nitro group splitting.

scholarly journals IR photofragmentation of the phenyl cation: spectroscopy and fragmentation pathways

2021 ◽  
Vol 23 (7) ◽  
pp. 4334-4343
Author(s):  
Sandra D. Wiersma ◽  
Alessandra Candian ◽  
Joost M. Bakker ◽  
Giel Berden ◽  
John R. Eyler ◽  
...  
Keyword(s):  
Gas Phase ◽  
Spectral Range ◽  
Infrared Spectra ◽  
Fragmentation Pathways ◽  
Phenyl Cation

We present the gas-phase infrared spectra of the phenyl cation, phenylium, in its perprotio (C6H5+) and perdeutero (C6D5+) forms, in the 260–1925 cm−1 (5.2–38 μm) spectral range, and investigate the observed photofragmentation.

Highlights in Organic Chemistry The Photo SN1 Reaction Via Phenyl Cation

2006 ◽  
Vol 3 (4) ◽  
pp. 253-259 ◽  
Author(s):  
Maurizio Fagnoni
Keyword(s):  
Organic Chemistry ◽  
Phenyl Cation

The ground state (1A1) and the lowest triplet state (3B1) of the phenyl cation C6H5+ revisited

1997 ◽  
Vol 106 (18) ◽  
pp. 7541-7549 ◽  
Author(s):  
Jan Hrušák ◽  
Detlef Schröder ◽  
Suehiro Iwata
Keyword(s):  
Triplet State ◽  
Ground State ◽  
Phenyl Cation

scholarly journals σ‐Noninnocence: Masked Phenyl‐Cation Transfer at Formal Ni IV

2019 ◽  
Vol 58 (37) ◽  
pp. 13133-13139 ◽  
Author(s):  
Jelte S. Steen ◽  
Gerald Knizia ◽  
Johannes E. M. N. Klein
Keyword(s):  
Phenyl Cation

ChemInform Abstract: MOLECULAR BEAM CHEMISTRY- REACTIONS OF CESIUM(1+) ION WITH CHLOROBENZENE AND THE ELECTRONIC STATE OF THE PHENYL CATION

1977 ◽  
Vol 8 (10) ◽  
pp. no-no
Author(s):  
R. C. HORVAT ◽  
G. D. MILLER ◽  
S. A. SAFRON
Keyword(s):  
Electronic State ◽  
Molecular Beam ◽  
Phenyl Cation

ChemInform Abstract: A MINDO/3 THEORETICAL STUDY ON STRUCTURE, FRAGMENTATION, AND SCRAMBLING REACTION IN THE PHENYL CATION

1981 ◽  
Vol 12 (29) ◽  
Author(s):  
M. TASAKA ◽  
M. OGATA ◽  
H. ICHIKAWA
Keyword(s):  
Theoretical Study ◽  
Phenyl Cation

A MINDO/3 theoretical study on structure, fragmentation, and scrambling reaction in the phenyl cation

1981 ◽  
Vol 103 (8) ◽  
pp. 1885-1891 ◽  
Author(s):  
Mutsumi Tasaka ◽  
Michihiko Ogata ◽  
Hiroshi Ichikawa
Keyword(s):  
Theoretical Study ◽  
Phenyl Cation

Betylates. 1. Synthesis and reactions of an isolable [0]betylate, N,N-dimethyl-N-(phenoxysulfonyl)methanaminium fluorosulfate

1981 ◽  
Vol 59 (2) ◽  
pp. 356-361 ◽  
Author(s):  
James Frederick King ◽  
Teresa Mee-Ling Lee
Keyword(s):  
Methyl Carbon ◽  
Phenyl Cation ◽  
Satisfactory Method

Phenyl [0]betylate fluorosulfate (2), the first example of a "[0]betylate" (trialkylammoniosulfate ester), has been prepared by methylation of phenyl N,N-dimethylsulfamate with methyl fluorosulfate. Nucleophiles react with 2 either by attack on the sulfur or methyl carbon atoms, but with no sign of any products derived from benzyne or the phenyl cation. A synthesis of enol N,N-dimethylsulfamates has been devised using a reagent, [Formula: see text], prepared from tetramethylsulfamide and methyl fluorosulfate, but no satisfactory method was found for converting the sulfamic ester to the [0]betylate. Evidence is presented that phenyl chlorosulfate reacts with trimethylamine to give the phenyl [0]betylate which then undergoes further reaction.

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