ChemInform Abstract: Aryl Nitrenium Ions from N-Alkyl-N-arylamino-diazonium Precursors: Synthesis and Reactivity.

ChemInform ◽  
2014 ◽  
Vol 45 (28) ◽  
pp. no-no
Author(s):  
Chan Woo Huh ◽  
Jeffrey Aube
Keyword(s):  
Nitrenium Ions

scholarly journals Time-Resolved Spectroscopic Study of N,N-Di(4-bromo)nitrenium Ions in Selected Solutions

Molecules ◽  
2018 ◽  
Vol 23 (12) ◽  
pp. 3182 ◽  
Author(s):  
Lili Du ◽  
Xin Lan ◽  
Zhiping Yan ◽  
Ruixue Zhu ◽  
David Phillips
Keyword(s):  
Transient Absorption ◽  
Direct Detection ◽  
Reaction Pathway ◽  
Addition Reactions ◽  
Time Resolved ◽  
Nitrenium Ions ◽  
Future Studies ◽  
Nitrenium Ion ◽  
Design Time

Nitrenium ions are important reactive intermediates in chemistry and biology. In this work, femtosecond and nanosecond transient absorption (fs-TA and ns-TA) along with nanosecond time-resolved resonance Raman (ns-TR3) experiments were employed to examine the photochemical pathways of N-(4,4′-dibromodiphenylamino)-2,4,6-trimethylpyridinium BF4− (salt (DN) from just absorption of a photon of light to the production of the important N,N-di(4-bromophenyl)nitrenium ion 2. In acetonitrile (MeCN), the formation of halogenated diarylnitrenium ion 2 was observed within 4 ps, showing the vibrational spectra with strong intensity. The nucleophilic adduct reaction of ion 2 with H2O was also examined in aqueous solutions. The direct detection of the unique ortho adduct intermediate 3 shows that there is an efficient and exclusive reaction pathway for 2 with H2O. The results shown in this paper give new characterization of 2, which can be used to design time-resolved spectroscopy investigations of covalent addition reactions of nitrenium ions with other molecules in future studies.

Nitrenium ions and trivalent boron ligands as analogues of N-heterocyclic carbenes in olefin metathesis: a computational study

2015 ◽  
Vol 44 (46) ◽  
pp. 20021-20026 ◽  
Author(s):  
A. Pazio ◽  
K. Woźniak ◽  
K. Grela ◽  
B. Trzaskowski
Keyword(s):  
Olefin Metathesis ◽  
Computational Study ◽  
Heterocyclic Carbenes ◽  
Mechanistic Study ◽  
Nitrenium Ions ◽  
Nitrenium Ion ◽  
Metathesis Catalysts

A DFT mechanistic study reveals that nitrenium ion-modified Hoveyda-like complexes are good candidates for latent metathesis catalysts, while boron-modified systems are candidates for very fast metathesis catalysts.

ChemInform Abstract: Electronic Properties of Nitrenium Ions

ChemInform ◽  
2015 ◽  
Vol 46 (10) ◽  
pp. no-no
Author(s):  
Daniel E. Falvey
Keyword(s):  
Electronic Properties ◽  
Nitrenium Ions

Structures of Reactive Nitrenium Ions:  Time-Resolved Infrared Laser Flash Photolysis and Computational Studies of SubstitutedN-Methyl-N-arylnitrenium Ions

2000 ◽  
Vol 122 (34) ◽  
pp. 8271-8278 ◽  
Author(s):  
Sanjay Srivastava ◽  
Patrick H. Ruane ◽  
John P. Toscano ◽  
Michael B. Sullivan ◽  
Christopher J. Cramer ◽  
...  
Keyword(s):  
Flash Photolysis ◽  
Laser Flash Photolysis ◽  
Laser Flash ◽  
Infrared Laser ◽  
Computational Studies ◽  
Time Resolved ◽  
Nitrenium Ions ◽  
Arylnitrenium Ions

Current approach to the problem of nitrenium ions

1992 ◽  
Vol 61 (6) ◽  
pp. 584-599 ◽  
Author(s):  
T P Simonova ◽  
V D Nefedov ◽  
M A Toropova ◽  
N F Kirillov
Keyword(s):  
Current Approach ◽  
Nitrenium Ions

ChemInform Abstract: The Modern State of the Nitrenium Ions Problem

ChemInform ◽  
2010 ◽  
Vol 23 (50) ◽  
pp. no-no
Author(s):  
T. P. SIMONOVA ◽  
V. D. NEFEDOV ◽  
M. A. TOROPOVA ◽  
N. F. KIRILLOV
Keyword(s):  
Modern State ◽  
Nitrenium Ions

Photochemical Generation of Nitrenium Ions from Protonated 1,1-Diarylhydrazines

2004 ◽  
Vol 6 (25) ◽  
pp. 4671-4674 ◽  
Author(s):  
Arthur H. Winter ◽  
Selina I. Thomas ◽  
Andrew C. Kung ◽  
Daniel E. Falvey
Keyword(s):  
Nitrenium Ions ◽  
Photochemical Generation

scholarly journals Time-Resolved Spectroscopic Study of N,N–Di(4–bromo)nitrenium Ions in Acidic Aqueous Solution

2019 ◽  
Vol 20 (21) ◽  
pp. 5512 ◽  
Author(s):  
Lili Du ◽  
Zhiping Yan ◽  
Xueqin Bai ◽  
Runhui Liang ◽  
David Lee Phillips
Keyword(s):  
Aqueous Solution ◽  
Transient Absorption ◽  
Function Theory ◽  
Spectroscopic Properties ◽  
Time Resolved ◽  
Nitrenium Ions ◽  
Acidic Aqueous Solution ◽  
Nitrenium Ion ◽  
Femtosecond Transient Absorption ◽  
Aqueous Conditions

Nitrenium ions are common reactive intermediates with high activities towards some biological nucleophiles. In this paper, we employed femtosecond transient absorption (fs-TA) and nanosecond transient absorption (ns-TA) as well as nanosecond time-resolved resonance Raman (ns-TR3) spectroscopy and density function theory (DFT) calculations to study the spectroscopic properties of the N(4,4′–dibromodiphenylamino)–2,4,6–trimethylpyridinium BF4− salt (1) in an acidic aqueous solution. Efficient cleavage of the N–N bond (4 ps) to form the N,N–di(4–bromophenyl)nitrenium ion (DN) was also observed in the acidic aqueous solution. As a result, the dication intermediate 4 appears more likely to be produced after abstracting a proton for the nitrenium ion DN in the acid solution first, followed by an electron abstraction to form the radical cation intermediate 3. These new and more extensive time-resolved spectroscopic data will be useful to help to develop an improved understanding of the identity, nature, and properties of nitrenium ions involved in reactions under acidic aqueous conditions.

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