The Facile Preparation, Crystal Structure, and Chemical and Electrochemical Properties of 9-Anthryl-3-guaiazulenylmethylium Hexafluorophosphate

Bulletin of the Chemical Society of Japan

Volumn 77, Issue 2, 2004, Pages 379-380

  Takekuma, Shin Ichi ^a   Sasaki, Kaori ^a   Nakatsuji, Miwa ^a   Sasaki, Masato ^a   Minematsu, Toshie ^a   Takekuma, Hideko ^a  

^a KINKI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CRYSTAL STRUCTURE; ELECTROCHEMISTRY; METHANOL;

CHEMICAL PROPERTIES; ELECTROCHEMICAL PROPERTIES;

ORGANIC COMPOUNDS;

9 ANTHRYL 3 GUAIAZULENYLMETHYLIUM HEXAFLUOROPHOSPHATE; FLUOROPHOSPHATE; GUAIAZULENE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; CRYSTAL STRUCTURE; ELECTROCHEMISTRY; PROTON NUCLEAR MAGNETIC RESONANCE; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 1542290069     PISSN: 00092673     EISSN: None     Source Type: Journal    
DOI: 10.1246/bcsj.77.379     Document Type: Article

References (8)

1. M. Sasaki, M. Nakamura, G. Hannita, H. Takekuma, T. Minematsu, M. Yoshihara, and S. Takekuma, Tetrahedron Lett., 44, 275 (2003). The deposition number CCDC of the crystallographic data for 1,4-bis[(3-guaiazulenyl)methyl]benzene: 192756.
2. M. Sasaki, M. Nakamura, T. Uriu, H. Takekuma, T. Minematsu, M. Yoshihara, and S. Takekuma, Tetrahedron, 59, 515 (2003).
3. M. Nakamura, M. Sasaki, H. Takekuma, T. Minematsu, and S. Takekuma, Bull. Chem. Soc. Jpn., 76, 2051 (2003).
4. 2CH-7′), and 13.7 (Me-1′).
5. -1, Scan width = (0.84 + 0.30 tan θ)°, Scan mode = ω, Scan rate = 8.0°/min, measured reflections = 3958, observed reflections = 3930, No. of parameters = 371, R1 = 0.068, wR2 = 0.199, Goodness of Fit Indicator = 1.45. Crystallographic data have been deposited at the CCDC, 12 Union Road, Cambridge CB2 1EZ, UK and copies can be obtained on request, free of charge, by quoting the publication citation and the deposition number CCDC 203375.
6. 2 also gave as high as 94% yield of (3-guaiazulenylmethyl)benzene.
7. 2-3′), 6.79 (1H, d, J = 10.7 Hz, H-5′), 6.83 (1H, s, H-2′), 7.17 (1H, dd, J = 10.7, 2.1 Hz, H-6′), and 8.00 (1H, d, J = 2.1 Hz, H-8′); signals based on the 9-anthryl group: 8 7.21 (2H, ddd, J = 8.8, 6.5, 1.0 Hz, H-2,7), 7.28 (2H, ddd, J = 8.3, 6.5, 1.0 Hz, H-3,6), 7.93 (2H, dd, J = 8.3, 1.0 Hz, H-4,5), 8.25 (2H, dd, J = 8.8, 1.0 Hz, H-1,8), and 8.31 (1H, s, H-10).
8. 7′), 2.62 (2H, d, J = 7.0 Hz, H-5′), 5.34 (1H, brd dd, J = 7.0, 7.0 Hz, H-6′), 5.88 (1H, brd s, H-2′), 6.42 (1H, brd s, H-8′), and 7.23 (1H, brd s, CH-3′); signals based on the 9-anthryl group: δ 7.23 (2H, ddd, J = 8.6, 6.6, 1.5 Hz, H-2,7), 7.29 (2H, ddd, J = 8.3, 6.6, 1.2 Hz, H-3,6), 7.88 (2H, dd, J = 8.3, 1.5 Hz, H-4,5), 8.25 (1H, s, H-10), and 8.31 (2H, dd, J = 8.6, 1.2 Hz, H-1,8).