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Gas-phase basicities of polyfunctional molecules. Part 4: Carbonyl groups as basic sites.
MedLine Citation:
PMID:  24399766     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
This article constitutes the fourth part of a general review of the gas-phase protonation thermochemistry of polyfunctional molecules (Part 1: Theory and methods, Mass Spectrom Rev 2007, 26:775-835, Part 2: Saturated basic sites, Mass Spectrom Rev 2012, 31:353-390, Part 3: Amino acids, Mass Spectrom Rev 2012, 31:391-435). This fourth part is devoted to carbonyl containing polyfunctional molecules. After a short reminder of the methods of determination of gas-phase basicity and the underlying physicochemical concepts, specific examples are examined under two major chapters. In the first one, aliphatic and unsaturated (conjugated and cyclic) ketones, diketones, ketoalcohols, and ketoethers are considered. A second chapter describes the protonation energetic of gaseous acids and derivatives including diacids, diesters, diamides, anhydrides, imides, ureas, carbamates, amino acid derivatives, and peptides. Experimental data were re-evaluated according to the presently adopted basicity scale. Structural and energetic information given by G3 and G4 quantum chemistry computations on typical systems are presented. © 2014 Wiley Periodicals, Inc. Mass Spec Rev.
Authors:
Guy Bouchoux
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2014-1-7
Journal Detail:
Title:  Mass spectrometry reviews     Volume:  -     ISSN:  1098-2787     ISO Abbreviation:  Mass Spectrom Rev     Publication Date:  2014 Jan 
Date Detail:
Created Date:  2014-1-8     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  8219702     Medline TA:  Mass Spectrom Rev     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Copyright Information:
© 2014 Wiley Periodicals, Inc.
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