Januszewski J, Tykwinski R (2014)
Publication Type: Journal article, Review article
Publication year: 2014
Original Authors: Januszewski J.A., Tykwinski R.R.
Publisher: Royal Society of Chemistry
Book Volume: 43
Pages Range: 3184-3203
Journal Issue: 9
DOI: 10.1039/c4cs00022f
Molecules composed of a contiguous sequence of double bonds, the [n]cumulenes, share structural similarities to both of their conjugated relatives, the polyenes and polyynes. The synthesis and properties of [n]cumulenes are, however, quite different from those of either polyenes or polyynes. At an infinite length, [n]cumulenes would provide one structural form of the hypothetical sp-hybridized carbon allotrope carbyne, while shorter derivatives offer model compounds to help to predict the properties of carbyne. Finally, derivatization of the π-electron framework of [n]cumulenes provides a number of different synthetic transformations, with cycloaddition reactions being the most common. In this review, both historical and recent synthetic achievements toward long [n]cumulenes (n ≥ 5) are discussed. This is followed by a description of our current understanding of the physical and electronic structure of [n]cumulenes based on UV/vis spectroscopy and X-ray crystallography. Finally, the reactivity of long [n]cumulenes is described. This journal is © the Partner Organisations 2014.
APA:
Januszewski, J., & Tykwinski, R. (2014). Synthesis and properties of long [n]cumulenes (n ≥ 5). Chemical Society Reviews, 43(9), 3184-3203. https://dx.doi.org/10.1039/c4cs00022f
MLA:
Januszewski, Johanna, and Rik Tykwinski. "Synthesis and properties of long [n]cumulenes (n ≥ 5)." Chemical Society Reviews 43.9 (2014): 3184-3203.
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