Literature DB >> 26202384

From Fragmentation to Construction--from Void to Massive: Fascination with Organic Mass Spectrometry and the Synthesis of Novel Three-Dimensional Polycyclic Aromatic Hydrocarbons.

Dietmar Kuck1.   

Abstract

Detailed insights gained from our research into the gas-phase chemistry of ionized and protonated diphenylalkanes and their congeners, obtained by extended synthesis of isotopically labeled model compounds and mass spectrometry, are presented and merged with those acquired during our development of a new family of polycyclic hydrocarbons, the centropolyindanes. Aside from a Personal Account that describes "two scientific lives in one", it is demonstrated, on the one hand, how our understanding of organic chemistry can help to shed light on the details of mass spectrometric fragmentation and to unravel, in a more fundamental way, the unimolecular reactivity of gaseous ions. On the other hand, it is shown how unexpected reactivity of related ions in solution, being subject to the very same fundamentals of organic chemistry, can lead to the construction of novel and, in part, unique three-dimensional polycyclic structures that may contribute to future research in material science. Two such apparently independent fields of organic chemistry may be seen as joint contributions of the art of science.
Copyright © 2015 The Chemical Society of Japan and Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  cyclization; gas-phase reactions; graph theory; mass spectrometry; polycycles

Year:  2015        PMID: 26202384     DOI: 10.1002/tcr.201500023

Source DB:  PubMed          Journal:  Chem Rec        ISSN: 1528-0691            Impact factor:   6.771


  1 in total

1.  Endohedral Hydrogen Bonding Templates the Formation of a Highly Strained Covalent Organic Cage Compound*.

Authors:  Natalie Schäfer; Michael Bühler; Lisa Heyer; Merle I S Röhr; Florian Beuerle
Journal:  Chemistry       Date:  2021-03-03       Impact factor: 5.236

  1 in total

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