Abstract
PDF (191 K)
E-mail Article
Cited By
Save as Citation Alert
Citation Feed
Export Citation
Add to my Quick Links
Cited By in Scopus (1)
PDF (199 K)
doi:10.1016/S0040-4039(00)83966-0 
Copyright © 1986 Published by Elsevier Science Ltd. All rights reserved.
Rudolf Gompper, * and Rainer Guggenberger
Institut für Organische Chemie der Universität München Karlstraβe 23, D-8000 München 2 Germany
Received 25 June 1985.
Abstract
3-Dimethylamino- and 3,5-Bis-dimethylamino-pyrazoles react with 1,2- and 1,3-dithiolium salts to form 6,7-diaza-dithiafulvalenes and 5-aza-8a-azonia-dithiafulvalenes, a new type of heterofulvalenes.
References
R. Gompper and R. Weiβ Angew. Chem. 80 (1968), p. 277. Full Text via CrossRef
R. Gompper and R. Weiβ In: (Int. Ed. Engl. ed.),Angew. Chem. 7 (1968), p. 296. Full Text via CrossRef
R. Weiβ and R. Gompper Tetrahedron Lett. (1970), p. 481.
J. Nakayama, Y. Watabe and M. Hoshino Bull. Chem. Soc. Jpn. 51 (1978), p. 1427. Full Text via CrossRef
E.M. Burgess and J.P. Sanches J. Org. Chem. 39 (1974), p. 940. Full Text via CrossRef | View Record in Scopus | Cited By in Scopus (1)
H. Keller and H.v. Halban Helv. Chim. Acta 27 (1944), p. 1253. Full Text via CrossRef
T. Kurihara Chem. Pharm. Bull. 22 (1974), p. 88. View Record in Scopus | Cited By in Scopus (0)
H. Bredereck, R. Sell and F. Effenberger Chem. Ber. 97 (1964), p. 3407. Full Text via CrossRef
J.P. Freeman and J.F. Hansen J. Chem. Soc. (1972), p. 961 Chem.Commun. . Full Text via CrossRef
R. Gompper, R. Guggenberger, Angew. Chem., paper submitted.
(ClO4): Yield 74%, dark red prisms, m.p. 223–223.5°C, UV/VIS (CH3CN): λmax (log
) = 234 (4.29), 282 (sh, 3.76), 360 (sh, 3.68), 440 nm (4.25);
(ClO4): yield 37%, red needles, m.p. 261–262°C, UV/VIS (CH3CN): λmax (log
) = 290 (3.62), 405 nm (4.39);
(BF4): yield 48%, scarlet needles, m.p. 114.5–115°C, UV/VIS (CH3CN): λmax (log
) = 232 (4.11), 250 (sh, 3.98), 297 (4.01), 464 nm (4.25);
(BF4): yield 37%, ruby needles, m.p. 165°C, UV/VIS (CH3CN): λmax (log
) = 220 (sh, 4.22), 280 (3.79), 300 (3.76), 425 nm (4.22);
: orange-yellow powder, m.p. 163°C (dec.), UV/VIS (CH3CN): λmax (log
) = 235 (4.25), 324 (3,53), 412 nm (4.29);
: dark red platelets, m.p. 205–206°C, UV/VIS (CH3CN): λmax (log
) = 230 (4.31), 290 (3.59), 398 nm (4.37);
: UV/VIS (CH3CN): λmax (log
) = 300 (sh, 3.92), 416 nm (4.11);
: dark red powder, UV/VIS (CH3CN): λmax (log
) = 300 (sh, 3.63), 396 nm (4.11).
: yield 50%, red needles, m.p. 225.5°C, UV/VIS (CH3CN): λmax (log
) = 225 (4.32), 290 (sh, 3.58), 448 nm (4.42);
: yield 23%, dark red needles, m.p. 159°C, UV/VIS (CH3CN): λmax (log
) = 305 (sh, 3.84), 466nm (4.37);
: yield 36%, orange-red needles, m.p. 226–227°C, UV/VIS (CH3CN): λmax (log
) = 230 (4.28), 247 (sh, 4.22), 309 (3.64), 462 (4.53), 484 nm (sh, 4.44).
: yield 57%, metallic-green needles, m.p. 230–230.5°C, UV/VIS (CH3CN): λmax(log
) - 231 (sh, 4.03), 328 (4.19), 486 nm (4.41); 1H-NMR (DMSO-d6): δ = 3.03 (s; 6 H, NCH3), 6.92 (d, J = 4 Hz; 1 H, H-7), 7.48 –8.11 (m; 5 H, Ph), 8.70 (d, J = 4 Hz, 1 H, H-6), 8.78 (s; 1 H, H-4);
: yield 52%, dark red needles, m.p. 228–228.5°C, UV/VIS (CH3CN): λmax (log
) = 234 (sh, 4.13), 334 (4.25), 492 nm (4.21); 1H-NMR (DMSO-d6): δ = 2.82 (s; 6 H, NCH3), 3.03 (s; 6 H, NCH3), 6.70 (s; 1 H, H-7), 7.50–8.10 (m; 5 H, Ph), 8.30 (s; 1 H, H-4);
: yield 60%, dark red needles, m.p. 218.5–219dgC, UV/VIS (CH3CN): λmax (log
) = 217 (sh, 4.30), 240 (4.17), 335 (4.21), 487 nm (4.44);
: yield 34%, dark red prisms, m.p. 263.5–264°C, UV/VIS (CH3CN): λmax (log
) = 219 (sh, 4.36), 242 (sh, 4.20), 349 (4.29), 492 nm (4.15);
: yield 58%, dark red platelets, m.p. 230–231°C, UV/VIS (CH3CN); λmax (log
) 215 (sh, 4.65), 342 (4.59), 490 nm (4.51).
G.L. Coustumer and Y. Mollier Bull. Soc. Chim. Fr. (1971), p. 499.
