A self optimizing synthetic organic reactor system using real-time in-line NMR spectroscopy

被引:215
作者
Sans, Victor [1 ]
Porwol, Luzian [1 ]
Dragone, Vincenza [1 ]
Cronin, Leroy [1 ]
机构
[1] Univ Glasgow, WestCHEM, Sch Chem, Glasgow G12 8QQ, Lanark, Scotland
基金
英国工程与自然科学研究理事会;
关键词
FLOW; OPTIMIZATION; CHEMISTRY; MICROREACTORS; LAB;
D O I
10.1039/c4sc03075c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A configurable platform for synthetic chemistry incorporating an in-line benchtop NMR that is capable of monitoring and controlling organic reactions in real-time is presented. The platform is controlled via a modular LabView software control system for the hardware, NMR, data analysis and feedback optimization. Using this platform we report the real-time advanced structural characterization of reaction mixtures, including F-19, C-13, DEPT, 2D NMR spectroscopy (COSY, HSQC and F-19-COSY) for the first time. Finally, the potential of this technique is demonstrated through the optimization of a catalytic organic reaction in real-time, showing its applicability to self-optimizing systems using criteria such as stereoselectivity, multi-nuclear measurements or 2D correlations.
引用
收藏
页码:1258 / 1264
页数:7
相关论文
共 48 条
[1]  
[Anonymous], 2012, ANGEW CHEM
[2]   A Microfluidic High-Resolution NMR Flow Probe [J].
Bart, Jacob ;
Kolkman, Ard J. ;
Oosthoek-de Vries, Anna Jo ;
Koch, Kaspar ;
Nieuwland, Pieter J. ;
Janssen, Hans ;
van Bentum, P. J. M. ;
Ampt, Kirsten A. M. ;
Rutjes, Floris P. J. T. ;
Wijmenga, Sybren S. ;
Gardeniers, Han ;
Kentgens, Arno P. M. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (14) :5014-+
[3]   Catalytic control over supramolecular gel formation [J].
Boekhoven, Job ;
Poolman, Jos M. ;
Maity, Chandan ;
Li, Feng ;
van der Mee, Lars ;
Minkenberg, Christophe B. ;
Mendes, Eduardo ;
van Esch, Jan H. ;
Eelkema, Rienk .
NATURE CHEMISTRY, 2013, 5 (05) :433-437
[4]   Adaptive Process Optimization for Continuous Methylation of Alcohols in Supercritical Carbon Dioxide [J].
Bourne, Richard A. ;
Skilton, Ryan A. ;
Parrott, Andrew J. ;
Irvine, Derek J. ;
Poliakoff, Martyn .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2011, 15 (04) :932-938
[5]   Continuous flow reaction monitoring using an on-line miniature mass spectrometer [J].
Browne, Duncan L. ;
Wright, Steven ;
Deadman, Benjamin J. ;
Dunnage, Samantha ;
Baxendale, Ian R. ;
Turner, Richard M. ;
Ley, Steven V. .
RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 2012, 26 (17) :1999-2010
[6]   Reaction characterization by flow NMR: quantitation and monitoring of dissolved H2 via flow NMR at high pressure [J].
Buser, Jonas Y. ;
McFarland, Adam D. .
CHEMICAL COMMUNICATIONS, 2014, 50 (32) :4234-4237
[7]   ReactIR Flow Cell: A New Analytical Tool for Continuous Flow Chemical Processing [J].
Carter, Catherine F. ;
Lange, Heiko ;
Ley, Steven V. ;
Baxendale, Ian R. ;
Wittkamp, Brian ;
Goode, Jon G. ;
Gaunt, Nigel L. .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2010, 14 (02) :393-404
[8]   An efficient algorithm for automatic phase correction of NMR spectra based on entropy minimization [J].
Chen, L ;
Weng, ZQ ;
Goh, LY ;
Garland, M .
JOURNAL OF MAGNETIC RESONANCE, 2002, 158 (1-2) :164-168
[9]   Process and reaction monitoring by low-field NMR spectroscopy [J].
Dalitz, Franz ;
Cudaj, Markus ;
Maiwald, Michael ;
Guthausen, Gisela .
PROGRESS IN NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY, 2012, 60 :52-70
[10]   On-Line Monitoring of Chemical Reactions by using Bench-Top Nuclear Magnetic Resonance Spectroscopy [J].
Danieli, E. ;
Perlo, J. ;
Duchateau, A. L. L. ;
Verzijl, G. K. M. ;
Litvinov, V. M. ;
Bluemich, B. ;
Casanova, F. .
CHEMPHYSCHEM, 2014, 15 (14) :3060-3066