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https://hdl.handle.net/2440/70885
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Type: | Journal article |
Title: | Studies of cyclization reactions of linear cumulenes and heterocumulenes using the neutraliztion-reionization procedure and/or ab initio calculations |
Author: | Wang, T. Bowie, J. |
Citation: | Mass Spectrometry Reviews, 2011; 30(6):1225-1241 |
Publisher: | John Wiley & Sons Inc |
Issue Date: | 2011 |
ISSN: | 0277-7037 1098-2787 |
Statement of Responsibility: | Tianfang Wang and John H. Bowie |
Abstract: | A number of linear cumulenes and heterocumulenes have been made by charge stripping of anions of known bond connectivity in the source of a mass spectrometer. Some of these reactive molecules have been identified in interstellar molecular clouds. The structures of these neutrals may be investigated by reionization to a decomposing positive ion [the neutralization-reionization technique ((-)NR(+))], and/or by ab initio calculations. Energized linear cumulenes and heterocumulenes may undergo cyclization to form stable cyclic isomers. To cite a selection of the examples described in this review: (i) four-atom systems CCCC and some heterocumulenes CCCX (X=B, N, Al, Si, P) involve the formation of stable four-membered ring rhombic (also called kite and fan) structures. One of the cyclic molecules, cyclo-C(3) Si, has been detected in interstellar molecular clouds, (ii) five-atom cumulene and heterocumulene systems are more complex. Linear CCCCC rearranges the carbon skeleton by forming a C substituted rhomboid system, CCCCO forms a three-membered cyclic isomer, while nitrogen containing five-atom cumulenes effect nitrile to isonitrile interconversion via three-centered cyclized intermediates, and (iii) CCCCCC and CCCCBO cyclize to give unique six-membered ring systems. |
Keywords: | negative ions neutralization–reionization charge reversal neutral cumulenes neutral heterocumulenes cyclization reactions |
Rights: | © 2011 Wiley Periodicals |
DOI: | 10.1002/mas.20328 |
Grant ID: | ARC |
Published version: | http://dx.doi.org/10.1002/mas.20328 |
Appears in Collections: | Aurora harvest 5 Chemistry publications |
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