Kinetic Understanding Using NMR Reaction Profiling

Susanne, Flavien; Smith, David Stanley; Codina, Anna

doi:10.1021/op200202k

Cited by 45 publications

(47 citation statements)

References 9 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…19 F{ 1 H} spectra were acquired at 5 min intervals. 1 H NMR spectra were also acquired but not used for analysis.…”

Section: General Procedures For Nmr Tube Reactions With Periodic Invermentioning

confidence: 99%

“…There are four common approaches to conducting NMR reaction monitoring: (i) static, in standard NMR tubes, (ii) online monitoring, (iii) stopped‐flow, and (iv) rapid injection NMR. Static NMR tube monitoring (i) is the simplest and therefore most extensively used of these techniques, and involves placing reagents into a standard NMR tube, then monitoring reaction progress of the static solution within the spectrometer . This approach requires no specialized equipment beyond that normally used to run NMR samples and can be practically conducted in deuterated solvent because of the small volume required.…”

Section: Introductionmentioning

confidence: 99%

“…Static NMR tube monitoring (i) is the simplest and therefore most extensively used of these techniques, and involves placing reagents into a standard NMR tube, then monitoring reaction progress of the static solution within the spectrometer. [1] This approach requires no specialized equipment beyond that normally used to run NMR samples and can be practically conducted in deuterated solvent because of the small volume required. This has been shown to be an effective method for probing mechanistic details of reactions.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Reaction monitoring using online vs tube NMR spectroscopy: seriously different results

Foley

Dunn

Zell

2015

Magnetic Reson in Chemistry

View full text Add to dashboard Cite

We report findings from the qualitative evaluation of nuclear magnetic resonance (NMR) reaction monitoring techniques of how each relates to the kinetic profile of a reaction process. The study highlights key reaction rate differences observed between the various NMR reaction monitoring methods investigated: online NMR, static NMR tubes, and periodic inversion of NMR tubes. The analysis of three reaction processes reveals that rates derived from NMR analysis are highly dependent on monitoring method. These findings indicate that users must be aware of the effect of their monitoring method upon the kinetic rate data derived from NMR analysis. Copyright © 2015 John Wiley & Sons, Ltd.

show abstract

“…19 F{ 1 H} spectra were acquired at 5 min intervals. 1 H NMR spectra were also acquired but not used for analysis.…”

Section: General Procedures For Nmr Tube Reactions With Periodic Invermentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Reaction monitoring using online vs tube NMR spectroscopy: seriously different results

Foley

Dunn

Zell

2015

Magnetic Reson in Chemistry

View full text Add to dashboard Cite

show abstract

“…Thus, high‐field NMR instruments have been used for this purpose, either in NMR tubes or tubeless using NMR flow cells. Reactions in NMR tubes have commonly been applied, using either deuterated or non‐deuterated solvents, and give an initial understanding of the process and reaction mechanism . The use of non‐deuterated solvents, which avoids isotopic effects encountered in deuterated solvents, closely approaches the conditions under which reactions occur in reactors.…”

Section: Introductionmentioning

confidence: 99%

“…Reactions in NMR tubes have commonly been applied, using either deuterated or non-deuterated solvents, and give an initial understanding of the process and reaction mechanism. [1][2][3][4] The use of non-deuterated solvents, which avoids isotopic effects encountered in deuterated solvents, closely approaches the conditions under which reactions occur in reactors. High-quality data can be obtained with molar ratio of reagents/products to solvents ranging from 1 : 10 to 1 : 100.…”

Section: Introductionmentioning

confidence: 99%

Monitoring chemical reactions by low‐field benchtop NMR at 45 MHz: pros and cons

Elipe

Milburn

2015

Magnetic Reson in Chemistry

View full text Add to dashboard Cite

Monitoring chemical reactions is the key to controlling chemical processes where NMR can provide support. High-field NMR gives detailed structural information on chemical compounds and reactions; however, it is expensive and complex to operate. Conversely, low-field NMR instruments are simple and relatively inexpensive alternatives. While low-field NMR does not provide the detailed information as the high-field instruments as a result of their smaller chemical shift dispersion and the complex secondary coupling, it remains of practical value as a process analytical technology (PAT) tool and is complimentary to other established methods, such as ReactIR and Raman spectroscopy. We have tested a picoSpin-45 (currently under ThermoFisher Scientific) benchtop NMR instrument to monitor three types of reactions by 1D (1) H NMR: a Fischer esterification, a Suzuki cross-coupling, and the formation of an oxime. The Fischer esterification is a relatively simple reaction run at high concentration and served as proof of concept. The Suzuki coupling is an example of a more complex, commonly used reaction involving overlapping signals. Finally, the oxime formation involved a reaction in two phases that cannot be monitored by other PAT tools. Here, we discuss the pros and cons of monitoring these reactions at a low-field of 45 MHz by 1D (1) H NMR. Copyright © 2015 John Wiley & Sons, Ltd.

show abstract

In situ Reaction Monitoring in Photocatalytic Organic Synthesis

Madani

Pieber

2023

ChemCatChem

View full text Add to dashboard Cite

Visible‐light photocatalysis provides numerous useful methodologies for synthetic organic chemistry. However, the mechanisms of these reactions are often not fully understood. Common mechanistic experiments mainly aim to characterize excited state properties of photocatalysts and their interaction with other species. Recently, in situ reaction monitoring using dedicated techniques was shown to be well‐suited for the identification of intermediates and to obtain kinetic insights, thereby providing more holistic pictures of the reactions of interest. This minireview surveys these technologies and discusses selected examples where reaction monitoring was used to elucidate the mechanism of photocatalytic reactions.

show abstract

Kinetic Understanding Using NMR Reaction Profiling

Abstract: The combination of kinetic understanding and reaction modeling has been successfully applied to the development of processes from laboratory to manufacturing plant. Although extensively used in bulk chemistry, polymers, and the oil industry

Cited by 45 publications

References 9 publications

Reaction monitoring using online vs tube NMR spectroscopy: seriously different results

Reaction monitoring using online vs tube NMR spectroscopy: seriously different results

Monitoring chemical reactions by low‐field benchtop NMR at 45 MHz: pros and cons

In situ Reaction Monitoring in Photocatalytic Organic Synthesis

Contact Info

Product

Resources

About