Edited by a top expert, this book represents a powerful tool showing how to successfully apply ESI-MS in revealing, elucidating and helping to consolidate several proposed mechanisms of organic reactions that need to be emphasized. With a foreword by Chris Enke
Leonardo Silva Santos received is PhD from Unicamp University, Brazil, in 2003, working under the direction of Dr. A.R. Pilli. Following his PhD, Leonardo took up a postdoctoral position at the Thomson Mass Spectrometry Laboratory at the University of Campinas, where alongside Dr. M. Eberlin he established ESI-MS-based mechanistic studies in Brazil. He spent a time working as a Postdoc in the group of Jurgen Metzger at the Carl von Ossietzky University before moving to Chile. He is currently Full Professor at the Institute of Chemistry and Natural Resources at Talca University (Chile) and established the Laboratory of Asymmetric Synthesis. He is involved with the establishment of the Fraunhofer Institute in Chile and will head the chemistry group associated with the use of nanotechnology in agriculture. Professor Santos has published over 70 articles in the last four years, holds two international patents and has received numerous international honors and awards.
Preface A BRIEF OVERVIEW OF THE MECHANISMS INVOLVED IN ELECTROSPRAY MASS SPECTROMETRY Introduction Production of Gas-Phase Ions by Electrospray and Electrospray Ionization Mass Spectrometry HISTORICAL PERSPECTIVES IN THE STUDY OF ION CHEMISTRY BY MASS SPECTROMETRY: FROM THE GAS PHASE TO SOLUTION A Brief History and Recent Advances in Mass Spectrometry Overview of the Study of Ion/Molecule Reactions in the Gas Phase by Mass Spectrometry Future Perspectives ORGANIC REACTION STUDIES BY ESI-MS Introduction Reaction Mechanisms General Remarks STUDIES OF REACTION MECHANISM INTERMEDIATES BY ESI-MS Introduction Studies on the Intermediates and Mechanisms of Pd-Catalyzed Reactions Studies on Some Reactive Intermediates and Mechanisms of Radical Reactions Studies on the Intermediates and Mechanism of Organocatalysis Reactions Studies on the Intermediates and Mechanism of Transition Metal-Catalyzed Polymerization Reactions ON-LINE MONITORING REACTIONS BY ELECTROSPRAY IONIZATION MASS SPECTROMETRY Introduction Preservation of the Charge in the Transit of Ions from Solution to the Gas Phase Using the ESI Technique Developing Methods to Study Reaction Mechanisms Probing Reactivity of Intermediates Conclusion GAS PHASE LIGAND FRAGMENTATION TO UNMASK REACTIVE METALLIC SPECIES Introduction and Scope of the Review Unmasking Reactive Metallic Intermediates via Collision-Induced Dissociation Conclusions PALLADIUM INTERMEDIATES IN SOLUTION Introduction ESI-MS Studies in Suzuki-Miyaura Cross-Coupling and Related Reactions ESI-MS Studies in the Identification of Oxidative Addition Intermediates ESI-MS Studies in Mizoroki-Heck and Related Reactions ESI-MS Studies in Stille Cross-Coupling Reactions ESI-MS Studies in Palladium-Catalyzed Reactions Involving Allenes ESI-MS Studies in Palladium-Catalyzed Alkynylation Reactions ESI-MS Studies in Palladium-Catalyzed Allylic Substitution Reactions ESI-MS Studies in Palladium-Catalyzed Oxidation of 2-Allylphenols ESI-MS Studies in Palladium-Catalyzed Polymerization Reactions Conclusions PRACTICAL INVESTIGATION OF MOLECULAR AND BIOMOLECULAR NONCOVALENT RECOGNITION PROCESSES IN SOLUTION BY ESI-MS Introduction Methods and Applications Practical Aspects of Titration Analysis Summary and Outlook