Home / Publications / Mechanistic insight into organic and catalytic reactions by joint studies using mass spectrometry and NMR spectroscopy

Mechanistic insight into organic and catalytic reactions by joint studies using mass spectrometry and NMR spectroscopy

Pavel Alekseevich Belyakov 1
Pavel Alekseevich Belyakov
, 
Valentin Ivanovich Kadentsev 1
Valentin Ivanovich Kadentsev
, 
Alexander Olegovich Chizhov 1
Alexander Olegovich Chizhov
, 
Natal'ya Georgievna Kolotyrkina 1
Natal'ya Georgievna Kolotyrkina
, 
Alexander Stepanovich Shashkov 1
Alexander Stepanovich Shashkov
, 
10.1016/j.mencom.2010.05.001
Published 2010-05-06
Focus article , Volume 20, Issue 3, 125-131
162
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Belyakov P. A. et al. Mechanistic insight into organic and catalytic reactions by joint studies using mass spectrometry and NMR spectroscopy // Mendeleev Communications. 2010. Vol. 20. No. 3. pp. 125-131.
GOST all authors (up to 50) Copy
Belyakov P. A., Kadentsev V. I., Chizhov A. O., Kolotyrkina N. G., Shashkov A. S., Ananikov V. P. Mechanistic insight into organic and catalytic reactions by joint studies using mass spectrometry and NMR spectroscopy // Mendeleev Communications. 2010. Vol. 20. No. 3. pp. 125-131.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2010.05.001
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2010.05.001
TI - Mechanistic insight into organic and catalytic reactions by joint studies using mass spectrometry and NMR spectroscopy
T2 - Mendeleev Communications
AU - Belyakov, Pavel Alekseevich
AU - Kadentsev, Valentin Ivanovich
AU - Chizhov, Alexander Olegovich
AU - Kolotyrkina, Natal'ya Georgievna
AU - Shashkov, Alexander Stepanovich
AU - Ananikov, Valentin Pavlovich
PY - 2010
DA - 2010/05/06
PB - Mendeleev Communications
SP - 125-131
IS - 3
VL - 20
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2010_Belyakov,
author = {Pavel Alekseevich Belyakov and Valentin Ivanovich Kadentsev and Alexander Olegovich Chizhov and Natal'ya Georgievna Kolotyrkina and Alexander Stepanovich Shashkov and Valentin Pavlovich Ananikov},
title = {Mechanistic insight into organic and catalytic reactions by joint studies using mass spectrometry and NMR spectroscopy},
journal = {Mendeleev Communications},
year = {2010},
volume = {20},
publisher = {Mendeleev Communications},
month = {May},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2010.05.001},
number = {3},
pages = {125--131},
doi = {10.1016/j.mencom.2010.05.001}
}
MLA
Cite this
MLA Copy
Belyakov, Pavel Alekseevich, et al. “Mechanistic insight into organic and catalytic reactions by joint studies using mass spectrometry and NMR spectroscopy.” Mendeleev Communications, vol. 20, no. 3, May. 2010, pp. 125-131. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2010.05.001.
Views / Downloads
1 / 6

Abstract

Utilization of NMR spectroscopy and mass spectrometry for joint mechanistic and structural studies is a well-known practice. Several opportunities have appeared in recent years because of new hardware development and design of novel experimental procedures. Recent progress in this area and leading examples of new development, as well as already distinguished techniques, are discussed.

References

1.
High-Resolution Mass Spectrometers
Marshall A.G., Hendrickson C.L.
Annual Review of Analytical Chemistry, 2008
2.
Versatile TOFMS
Cottingham K.
Analytical Chemistry, 2005
4.
10.1016/j.mencom.2010.05.001_bib1_4
Bluck
Spectroscopy, 2008
5.
Mass spectrometry
Burlingame A.L., Shackleton C.H., Howe I., Chizhov O.S.
Analytical Chemistry, 1978
6.
A. Bax, Two-dimensional NMR in Liquids, Delft University Press, Delft, 1982.
7.
R. R. Ernst, G. Bodenhausen and A.Wokaun, Principles of NMR in One and Two Dimensions, Clarendon Press, Oxford, 1987.
8.
G. E. Martin and A. S. Zektzer, Two-Dimensional NMR Methods for Establishing Molecular Connectivity, Wiley-VCH, 1988.
10.
On-Line LC-NMR and Related Techniques, ed. K. Albert, John Wiley & Sons, Ltd., New York, 2002.
13.
The Assignment of Absolute Configuration by NMR
Seco J.M., Quiñoá E., Riguera R.
Chemical Reviews, 2004
15.
10.1016/j.mencom.2010.05.001_bib5_4
Rothchild
Enantiomer, 2000
17.
10.1016/j.mencom.2010.05.001_bib6
Ananikov
Izv. Akad. Nauk, Ser. Khim., 2008
18.
The use of supercritical fluids as solvents for NMR spectroscopy
Yonker C.R., Linehan J.C.
Progress in Nuclear Magnetic Resonance Spectroscopy, 2005
19.
Robotic nanolitre protein crystallisation at the MRC Laboratory of Molecular Biology
Stock D., Perisic O., Löwe J.
Progress in Biophysics and Molecular Biology, 2005
20.
Methods for separating nucleation and growth in protein crystallisation
Chayen N.E.
Progress in Biophysics and Molecular Biology, 2005
24.
Electrospray: From ions in solution to ions in the gas phase, what we know now
Kebarle P., Verkerk U.H.
Mass Spectrometry Reviews, 2009
25.
Letter: Steric Effects in Electrospray-Tandem Mass Spectrometry of 11β-Nitrates of Estrane Series
Kadentsev V.I., Chizhov A.O., Chizhov O.S., Krupinova O.N., Rzheznikov V.M., Golubovskaya L.E.
European Journal of Mass Spectrometry, 2006
26.
Cryogenically cooled probes—a leap in NMR technology
Kovacs H., Moskau D., Spraul M.
Progress in Nuclear Magnetic Resonance Spectroscopy, 2005
27.
Small-Volume and High-Sensitivity NMR Probes
Martin G.E.
Annual Reports on NMR Spectroscopy, 2005
28.
How Far Can the Sensitivity of NMR Be Increased?
Fujiwara T., Ramamoorthy A.
Annual Reports on NMR Spectroscopy, 2006
29.
Structural Elucidation with NMR Spectroscopy: Practical Strategies for Organic Chemists
Kwan E.E., Huang S.G.
European Journal of Organic Chemistry, 2008
30.
Ultra-small-sample molecular structure detection using microslot waveguide nuclear spin resonance
Maguire Y., Chuang I.L., Zhang S., Gershenfeld N.
Proceedings of the National Academy of Sciences of the United States of America, 2007
31.
High-resolution liquid- and solid-state nuclear magnetic resonance of nanoliter sample volumes using microcoil detectors
Kentgens A.P., Bart J., van Bentum P.J., Brinkmann A., van Eck E.R., Gardeniers J.G., Janssen J.W., Knijn P., Vasa S., Verkuijlen M.H.
Journal of Chemical Physics, 2008
32.
High-Resolution Microcoil 1 H-NMR for Mass-Limited, Nanoliter-Volume Samples
Olson D.L., Peck T.L., Webb A.G., Magin R.L., Sweedler J.V.
Science, 1995
33.
10.1016/j.mencom.2010.05.001_bib15_1
Bodenhausen
J. Magn. Reson., 1977
36.
10.1016/j.mencom.2010.05.001_bib15_4
Bax
J. Magn. Reson., 1983
38.
Reactivity of a Phosphinito-Bridged PtI−PtI Complex with Nucleophiles: Substitution versus Addition
Gallo V., Latronico M., Mastrorilli P., Nobile C.F., Polini F., Re N., Englert U.
Inorganic Chemistry, 2008
39.
Reactivity of mononuclear Pd(ii) and Pt(ii) complexes containing the primary phosphane (ferrocenylmethyl)phosphane towards metal chlorides and PPh3
Dell'Anna M.M., Mastrorilli P., Nobile C.F., Calmuschi-Cula B., Englert U., Peruzzini M.
Dalton Transactions, 2008
40.
Synthesis and structure of [Pt(CH=CI-CH2OCH3)2(I)2] as possible intermediate of catalytic alkynes conversion reaction into diiodosubstituted dienes
Ananikov V., Mitchenko S.A., Beletskaya I.P., Nefedov S.E., Eremenko I.L.
Inorganic Chemistry Communication, 1998
41.
10.1016/j.mencom.2010.05.001_bib19
Ananikov
Zh. Org. Khim., 2002
42.
10.1016/j.mencom.2010.05.001_bib20
Ananikov
Dokl. Akad. Nauk, 1998
43.
Selected recent examples: (a) V. P. Ananikov, D. A. Malyshev, I. P. Beletskaya, G. G. Aleksandrov and I. L. Eremenko, Adv. Synth. Catal., 2005, 347, 1993; (b) P. Ribière, K. Bravo-Altamirano, M. I. Antczak, J. D. Hawkins and J.-L.Montchamp, J. Org. Chem., 2005, 70, 4064; (c) M. M. Heravi, K. Bakhtiari, H. A. Oskooie and S. Taheri, J. Mol. Cat. A-Chem., 2007, 263, 279; (d) G. Liu, Q. L. Du, J. J. Xie, K. L. Zhang and X. C. Tao, Chin. J. Catal., 2006, 27, 1051; (e) D. Zim and A. L. Monteiro, Tetrahedron Lett., 2002, 43, 2009.
46.
Ion Pair Driven Self-Assembly of a Flexible Bis-Zwitterion in Polar Solution:  Formation of Discrete Nanometer-Sized Cyclic Dimers
Schmuck C., Rehm T., Gröhn F., Klein K., Reinhold F.
Journal of the American Chemical Society, 2006
47.
Efficient Regiospecific Conjugated Ring Fusion in N-Confused Porphyrin
Chmielewski P.J., Maciołek J., Szterenberg L.
European Journal of Organic Chemistry, 2009
48.
Self-Assembly of a 3-D Triply Interlocked Chiral [2]Catenane
Westcott A., Fisher J., Harding L.P., Rizkallah P., Hardie M.J.
Journal of the American Chemical Society, 2008
49.
Aryl-Substituted C3-Bridged Oligopyrroles as Anion Receptors for Formation of Supramolecular Organogels
Maeda H., Haketa Y., Nakanishi T.
Journal of the American Chemical Society, 2007
50.
Acid–Base-Driven Interconversion between a Mononuclear Complex and Supramolecular Coordination Polymers in a Terpyridine-Functionalized Dioxocyclam Ligand
Gasnier A., Barbe J., Bucher C., Denat F., Moutet J., Saint-Aman E., Terech P., Royal G.
Inorganic Chemistry, 2008
52.
D. Neuhaus and M. P. Williamson, The Nuclear Overhauser Effect in Structural and Conformational Analysis, Wiley-VCH, Weinheim, 2000.
53.
Intermolecular interaction as investigated by NOE and diffusion studies
Brand T., Cabrita E.J., Berger S.
Progress in Nuclear Magnetic Resonance Spectroscopy, 2005
54.
Self-Assembly of Bis(merocyanine) Tweezers into Discrete Bimolecular π-Stacks
Lohr A., Grüne M., Würthner F.
Chemistry - A European Journal, 2009
55.
Structural elucidation and analysis of thermal degradation products of theFusarium mycotoxin nivalenol
Bretz M., Knecht A., Göckler S., Humpf H.
Molecular Nutrition and Food Research, 2005
57.
New Peptolides from the CyanobacteriumNostoc insulareas Selective and Potent Inhibitors of Human Leukocyte Elastase
Mehner C., Müller D., Kehraus S., Hautmann S., Gütschow M., König G.M.
ChemBioChem, 2008
58.
Kahalalides V–Y Isolated from a Hawaiian Collection of the Sacoglossan Mollusk Elysia rufescens
Rao K.V., Na M., Cook J.C., Peng J., Matsumoto R., Hamann M.T.
Journal of Natural Products, 2008
62.
Synthesis and Reactivity of Ru(PPh3)3(CO)HF and the N-Heterocyclic Carbene Derivatives Ru(NHC)(PPh3)2(CO)HF
Reade S.P., Nama D., Mahon M.F., Pregosin P.S., Whittlesey M.K.
Organometallics, 2007
63.
Messages in Molecules: Ligand/Cation Coding and Self-Recognition in a Constitutionally Dynamic System of Heterometallic Double Helicates
Marquis A., Smith V., Harrowfield J., Lehn J., Herschbach H., Sanvito R., Leize-Wagner E., Van Dorsselaer A.
Chemistry - A European Journal, 2006
66.
Stereochemical factors determining the effects of glycosylation on the 13C chemical shifts in carbohydrates
Shashkov A.S., Lipkind G.M., Knirel Y.A., Kochetkov N.K.
Magnetic Resonance in Chemistry, 1988
68.
The nuclear overhauser effect and structural factors determining the conformations of disaccharide glycosides
Lipkind G.M., Shashkov A.S., Mamyan S.S., Kochetkov N.K.
Carbohydrate Research, 1988
70.
Mass spectrometry of oligosaccharides
Kochetkov N.K., Chizhov O.S., Molodtsov N.V.
Tetrahedron, 1968
71.
Selective cleavage of glycuronosidic linkages
Kochetkov N.K., Chizhov O.S., Sviridov A.F.
Carbohydrate Research, 1970
72.
The mass spectra of 6-deoxy-6-halogeno-α-d-glucopyranose tetra-acetates
Chizhov O.S., Foster A.B., Jarman M., Westwood J.H.
Carbohydrate Research, 1972
73.
Full Structure of the Carbohydrate Chain of the Lipopolysaccharide ofProvidencia rustigianii O34
Kocharova N., Kondakova A., Vinogradov E., Ovchinnikova O., Lindner B., Shashkov A., Rozalski A., Knirel Y.
Chemistry - A European Journal, 2008
74.
Study of Homogeneously Catalyzed Ziegler–Natta Polymerization of Ethene by ESI-MS
Santos L.S., Metzger J.O.
Angewandte Chemie - International Edition, 2006
75.
A Microcoil NMR Probe for Coupling Microscale HPLC with On-Line NMR Spectroscopy
Subramanian R., Kelley W.P., Floyd P.D., Tan Z.J., Webb A.G., Sweedler J.V.
Analytical Chemistry, 1999
76.
NMR Analysis on Microfluidic Devices by Remote Detection
McDonnell E.E., Han S., Hilty C., Pierce K.L., Pines A.
Analytical Chemistry, 2005
77.
Measuring reaction kinetics in a lab-on-a-chip by microcoil NMR
Wensink H., Benito-Lopez F., Hermes D.C., Verboom W., Gardeniers H.J., Reinhoudt D.N., van den Berg A.
Lab on a Chip, 2005
78.
Monitoring of fluid motion in a micromixer by dynamic NMRmicroscopy
Ahola S., Casanova F., Perlo J., Münnemann K., Blümich B., Stapf S.
Lab on a Chip, 2006
79.
Liquid and gas flow and related phenomena in monolithic catalysts studied by 1H NMR microimaging
Koptyug I.V., Ilyina L.Y., Matveev A.V., Sagdeev R.Z., Parmon V.N., Altobelli S.A.
Catalysis Today, 2001
81.
Magnetic resonance imaging as an emerging tool for studying the preparation of supported catalysts
Lysova A.A., Bergwerff J.A., Espinosa-Alonso L., Weckhuysen B.M., Koptyug I.V.
Applied Catalysis A: General, 2010
84.
Modelling NMR Chemical Shifts, eds. J. C. Facelli and A. C. de Dios, ACS Symposium series 732, American Chemical Society, Washington, DC, 1999.
85.
Chapter 3 Hybrid Methods: ONIOM(QM:MM) and QM/MM
Vreven T., Morokuma K.
Annual Reports in Computational Chemistry, 2006
88.
Transient 1,1-Dimethyl-1-germene, (CH3)2GeCH2. Gas-Phase Pyrolytic Generation and EIMS, Matrix Isolation FTIR, and Theoretical Studies
Khabashesku V.N., Kudin K.N., Tamás J., Boganov S.E., Margrave J.L., Nefedov O.M.
Journal of the American Chemical Society, 1998
91.
Brønsted Acid Catalyzed Morita-Baylis-Hillman Reaction: A New Mechanistic View for Thioureas Revealed by ESI-MS(/MS) Monitoring and DFT Calculations
Amarante G., Benassi M., Milagre H. ., Braga A. ., Maseras F., Eberlin M., Coelho F.
Chemistry - A European Journal, 2009
92.
Quantum Chemistry on Graphical Processing Units. 1. Strategies for Two-Electron Integral Evaluation
Ufimtsev I.S., Martínez T.J.
Journal of Chemical Theory and Computation, 2008
93.
Quantum Chemistry on Graphical Processing Units. 2. Direct Self-Consistent-Field Implementation
Ufimtsev I.S., Martinez T.J.
Journal of Chemical Theory and Computation, 2009