A facile preparation, the crystal structure, the chemical and electrochemical properties of [4-(dimethylamino)phenyl]-3-guaiazulenylmethylium tetrafluoroborate |
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Authors: | Masato SasakiMasaru Nakamura Takayuki UriuHideko Takekuma Toshie MinematsuMasakuni Yoshihara Shin-ichi Takekuma |
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Affiliation: | 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 |
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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. |
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Keywords: | azulenes carbonium ions electrochemistry electron donors reduction X-ray crystal structures |
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