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An X-ray Crystallographic and Computational Study of Intermolecular Edge-to-Face Aromatic Interaction in Crystal Structure of exo [4+2]π Cycloadduct of Phencyclone and S-Allyl S-Methyl Dithiocarbonate

✍ Scribed by Yasuyuki Yoshitake; Hidetoshi Nakagawa; Masashi Eto; Kazunobu Harano


Book ID
104202865
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
142 KB
Volume
56
Category
Article
ISSN
0040-4020

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✦ Synopsis


AbstractÐPhencyclone reacted with S-allyl S-methyl dithiocarbonate derived from the [3,3]-sigmatropic rearrangement of O-allyl S-methyl dithiocarbonate to give an 1:1 mixture of endo and exo [412]p cycloadducts. The single crystal X-ray analysis of the exo [412]p cycloadduct was performed. The molecules are linked together with the intermolecular edge-to-face interaction between the phenyl hydrogen atom and the phenanthrene ring. The PM3 calculation reproduced the structural feature of the molecular packing.