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Herein we report synthesis, structure and properties of a new type of twisted nanographene, which contains an [8]circulene moiety in a polycyclic framework of 96 sp2 carbon atoms. The key steps in this synthesis are the Diels-Alder reaction of a macrocyclic diyne and the subsequent Scholl reaction forming the [8]circulene moiety. Two incompletely cyclized products were isolated from the Scholl reaction, providing insight into the cyclization of the strained octagon. This nanographene is twisted along two directions with end-to-end twists of 142.4?? and 140.2?? as revealed by X-ray crystallography, and is flexible at room temperature as found from the computational and experimental studies.

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Contributed by Steven BacharachReposted from Computational Organic Chemistry with permissionI have recently been interested in curved aromatic systems see my own paper on double helicenes.1 In this post, I cover four recent papers that discuss non-planar...
I have recently been interested in curved aromatic systems see my own paper on double helicenes.1 In this post, I cover four recent papers that discuss non-planar aromatic molecules.The first paper2 discusses the warped aromatic 1 built off of the scaffold...