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A facile preparation, the crystal structure, the chemical and electrochemical properties of [4-(dimethylamino)phenyl]-3-guaiazulenylmethylium tetrafluoroborate
Authors:Masato SasakiMasaru Nakamura  Takayuki UriuHideko Takekuma  Toshie MinematsuMasakuni Yoshihara  Shin-ichi Takekuma
Institution:a Department of Applied Chemistry, Faculty of Science and Engineering, Kinki University, 3-4-1 Kowakae, Higashi-Osaka-shi, Osaka 577-8502, Japan
b School of Pharmaceutical Sciences, Kinki University, 3-4-1 Kowakae, Higashi-Osaka-shi, Osaka 577-8502, Japan
Abstract:Reaction of guaiazulene (1) with p-dimethylaminobenzaldehyde in methanol in the presence of tetrafluoroboric acid gives the title monocarbocation compound, 4-(dimethylamino)phenyl]-3-guaiazulenylmethylium tetrafluoroborate (2), in 90% yield. The title investigations of compound 2 compared with those of two other monocarbocations stabilized by a 3-guaiazulenyl group (i.e. phenyl-3-guaiazulenylmethyl and 4-(isopropyl)phenyl]-3-guaiazulenylmethyl cations) are reported.
Keywords:azulenes  carbonium ions  electrochemistry  electron donors  reduction  X-ray crystal structures
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