Studies of cyclization reactions of linear cumulenes and heterocumulenes using the neutralization–reionization procedure and/or ab initio calculations

Tianfang Wang; J H Bowie

doi:10.1002/mas.20328

Back

Studies of cyclization reactions of linear cumulenes and heterocumulenes using the neutralization–reionization procedure and/or ab initio calculations

Journal article

Peer reviewed

Studies of cyclization reactions of linear cumulenes and heterocumulenes using the neutralization–reionization procedure and/or ab initio calculations

Tianfang Wang and J H Bowie

Mass Spectrometry Reviews, Vol.30(6), pp.1225-1241

2011

DOI: https://doi.org/10.1002/mas.20328

Files and links (1)

url

https://doi.org/10.1002/mas.20328View

Published Version

Abstract

negative ions

neutralization-reionization

charge reversal

neutral cumulenes

neutral heterocumulenes

cyclization reactions

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-C3Si, 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.

Details

Title: Studies of cyclization reactions of linear cumulenes and heterocumulenes using the neutralization–reionization procedure and/or ab initio calculations
Authors: Tianfang Wang (Author) - University of Adelaide
J H Bowie (Author) - University of Adelaide
Publication details: Mass Spectrometry Reviews, Vol.30(6), pp.1225-1241
Publisher: John Wiley & Sons Inc.
Date published: 2011
DOI: 10.1002/mas.20328
ISSN: 0277-7037
Organisation Unit: School of Science and Engineering - Legacy; University of the Sunshine Coast, Queensland; School of Science, Technology and Engineering; Centre for Bioinnovation
Language: English
Record Identifier: 99450255802621
Output Type: Journal article

Metrics

1 File views/ downloads

345 Record Views

1 Times Cited - Web of Science

InCites Highlights

These are selected metrics from InCites Benchmarking & Analytics tool, related to this output

Web Of Science research areas: Spectroscopy