Abstract
Published data on the complexation of pyridine bases with organic substances of various chemical types are reviewed. Examples of the use of these data for the isolation of individual heterocycles are discussed.
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References
M. S. Litvinenko, Chemical Products of Coking [in Russian], Tekhnika, Kiev (1974).
N. D. Rus'yanova, B. E. Kogan, and M. A. Kosoreva, Khim. Geterotsikl. Soedin., No. 12, 1587 (1976).
L. N. Yakhontov and Ya. S. Karpman, Khim. Geterotsikl. Soedin., No. 4, 435 (1981).
M. I. Zaretskii, Koks i Khimiya, No. 11, 33 (1993).
J. Timmermans, Physico-Chemical Constants of Pure Compounds, Vol. 2, Elsevier, Amsterdam, London, New York (1965).
L. V. Gurvich, G. V. Korachevtsev, V. N. Kondrat'ev, Yu. A. Lebedev, V. A. Medvedev, V. K. Potapov, and Yu. S. Khodeev, Dissociation Energies of Chemical Bonds. Ionization Potentials and Electron Affinity [in Russian], Nauka, Moscow (1974).
M. J. Dewar and A. J. Harget, Proc. Roy. Soc.,315, 457 (1970).
A. Albert and E. Serjean, Ionization Constants of Acids and Bases, Wiley (1962).
B. Castagna and M. Gomel, Bull. Soc. Chim. France, No. 8, 2670 (1969).
B. B. Bhowmik, J. Phys. Chem.,74, 4442 (1970).
D. Clotman, J. Muller, and Th. Zeegers-Huyskens, Bull. Soc. Chim. Belg.,79, 689 (1970).
J. P. Hawranek, I. Oszust, and L. Sobczyk, J. Phys. Chem.,76, 2112 (1972).
J. P. Hawranek and L. Sobczyk, Acta Phys. Pol.,A39, 651 (1971).
R. Nouwen and P. Huyskens, Ann. Soc. Sci. Bruxelles, Ser. 1,87, 111 (1973).
J. P. Hawranek and L. Sobczyk, Acta Phys. Pol.,A39, 639 (1971).
Th. Zeegers-Huyskens, Ann. Soc. Sci. Bruxelles, Ser. 1,90, 263 (1976).
A.E. Lutskii, T. I. Klepanda, G. G. Sheina, and L. P. Batrakova, Zh. Obshch. Khim., No. 6, 1361 (1976).
N. S. Nekoshnova, A. V. Korshunova, and V. E. Volkov, Spectroscopy. Methods and Applications [in Russian], Nauka, Moscow (1973), p. 130.
M. Orban, A. Kiss, and L. Barcza, J. Chem. Soc. Perkin Trans.II, 1815 (1987).
M. S. Gupta, J. P. Shukla, and M. C. Saxena, Indian J. Phys. B,63, 439 (1989).
T. Gramstad, Acta Chem. Scand.,47, 985 (1993).
J. Majerz, Z. Malarski, and L. Sobczyk, Bull. Soc. Chim. Belg.,91, 605 (1982).
Z. Malarski, M. Rospenk, and L. Sobczyk, J. Phys. Chem.,86, 401 (1982).
G. Albrecht and G. Zundel, J. Chem. Soc., Faraday Trans. I,80, 553 (1984).
J. Majerz, Z. Malarski, and T. Lis, J. Mol. Struct.,240, 47 (1990).
J. Stanowski, M. Mackowiak, P. Koziol, and J. Jadzyn, J. Phys. Chem.,89, 3188 (1985).
W. Sawka-Dobrowolska and L. Sobczyk, J. Mol. Struct.,297, 177 (1993).
S. R. Taylor, L. G. Galya, B. J. Brown, and N. C. Li, Spectrosc. Lett.,9, 733 (1976).
S. K. Saxena and M. C. Saxena, J. Pure and Appl. Phys.,19, 550 (1981).
K. Wozniak, T. M. Krygowsky, B. Kariuki, and W. Jones, J. Mol. Struct.,248, 331 (1991).
J. Mendel, A. Mögel, and A. Kolbe, Adv. Mol. Relax. and Interact. Process,11, 9 (1977).
M. C. Moreau Descoings, G. Goethals, J. P. Seguin, and J. P. Doucet, J. Mol. Struct.,177, 407 (1988).
K. Nakanishi, K. Ashitani, and H. Touhara, J. Chem. Thermodynam.,8, 121 (1976).
A. H. Bassyouni, F. M. Kerim, and A. A. Shabaka, Chem. Scr.,10, 33 (1976).
F. M. Abdel-Kerim, A. H. Bassyoni, and A. A. Shabaka, Appl. Spectrosc.,31, 131 (1977).
S. Warycha and J. Wawer, Adv. Mol. Relax. and Interact. Process,14, 29 (1979).
T. Kasprzycka-Guttman and H. Wilczura, Acta Chim. Hung.,116, 77 (1984).
Touhara Hidekazu and Nakanishi Koichiro, J. Chem. Thermodynam.,17, 909 (1985).
H. H. Perkampus and F. M. Kerim, Spectrochim. Acta,24, 2071 (1968).
T. Kasprzycka-Guttman, A. Myslinski, and H. Wilczura, J. Therm. Anal.,29, 173 (1984).
G. G. Siegel, P. L. Huyskens, and L. Vanderheyden, Ber. Bunsenges. Phys. Chem.,94, 549 (1990).
V. K. Tatolis and É. A. Zhurauskene, Liet. Fiz. Rinkings: Lit. Fiz. Sb., No. 1, 149 (1973).
N. S. Nekoshnova, Spectroscopy and Its Application in Geophysics and Chemistry [in Russian], Nauka, Novosibirsk (1975), p. 315.
W. R. Moomow and M. F. Anton, J. Phys. Chem.,80, 2243 (1976).
Z. Kopacka-Kozak and W. Waclawek, J. Chromatogr.,298, 319 (1984).
P. M. Felker and A. H. Zewail, Chem. Phys. Lett.,94, 454 (1983).
J. Juffernbruch and H. H. Perkampus, Spectrochim. Acta,A39, 905 (1983).
S. A. Bourne, L. R. Nassimbeni, and F. Toda, J. Chem. Soc. Perkin Trans. II, 1335 (1991).
L. N. Pirozhnaya, Zh. Prikl. Spektrosk., No. 3, 518 (1972).
A. Stratula-Clobanu, A. Nicolac, and R. Eliescu-Dragan, Ann. Univ. Bucuresti Chim.,20, 9 (1971).
A. Stratula-Clobanu and R. Eliescu-Dragan, Ann. Univ. Bucuresti Chim.,20, 147 (1971).
G. Saba, M. Bullock, and J. Wood, J. Mol. Struct.,30, 151 (1976).
Hirose Katsumi and Tanaka Motoharu, Bull. Chem. Soc. Jpn.,50, 608 (1977).
I. Z. Lapshina, V. F. Sergeeva and Z. A. Zakumbaeva, Zh. Obshch. Khim., No. 5, 978 (1984).
B. Chawla and S. K. Mehta, J. Phys. Chem.,88, 2650 (1984).
G. S. Denisova, V. A. Mikheev, A. B. Sorkornov, T. V. Sorkornova, B. S. Terushkin, and V. M. Shraiber, Zh. Prikl. Spektrosk., No. 1, 66 (1985).
N. Yoshida, J. Phys. Chem.,94, 6536 (1990).
T. Ha-Phuong, P. Yunghans, G. Rudakoff, and R. Radeglia, Z. Chem.,12, 234 (1972).
P. P. Singh, J. Chem. Soc. Faraday Trans. I,84, 1807 (1988).
A. Kolbe and P. Puschner, Z. Chem.,27, 297 (1987).
B. Boyadjiev, Ber. Bunsenges. Phys. Chem.,91, 225 (1987).
J. Csaszar, Acta Chim. Hung.,127, 417 (1990).
A. E. Lutskii, I. I. Men'shova, L. A. Fedotova, and M. G. Voronkov, Zh. Obshch. Khim., No. 4, 879 (1969).
M. Goto, H. Takayanagi, K. Furuhata, H. Ogura, K. Saito, K. Sugai, and N. Sugiyama, Anal. Sci.,8, 579 (1992).
V. P. Shedbalker, A. Choudhury, and S. N. Bhat, Indian J. Chem. A,29, 171 (1990).
H. S. Randhawa and R. Lakhani, J. Therm. Anal.,37, 2285 (1991).
H. S. Randhawa and R. Lakhani, Collect. Czech. Chem. Commun.,58, 783 (1993).
J. Latha, S. Palaniappan, and D. N. Sathyanarayana, Indian, J. Chem. Sect. A.,33A, 104 (1994).
D. R. Kearns, J. Phys. Chem.,71, 931 (1967).
L. N. Bulaevskii, P. B. Lyubovskii, and I. F. Shchegolev, Letters. Zh. Éksper. Teor. Fiz.,16, No. 1, 42 (1972).
G. Michaly, K. Ritway-Emandity, and G. Gruner, J. Phys. Chem. (Hungary),8, 361 (1975).
M. R. Mahmoud, H. M. Salman, and A.A. Ahmed, Can. J. Appl. Spectrosc.,37, 170 (1992).
R. C. Phutela, P. S. Arora, and P. P. Singh, J. Chem. Thermodyn.,6, 801 (1974).
R. C. Phutela, P. S. Arora, and P. P. Singh, Z. Phys. Chem. (DDR),257, 945 (1976).
P. P. Singh, P. S. Arora, and R. C. Phutela, Z. Phys. Chem.,258, 225 (1977).
B. Castagna, J. C. Chantreau, C. Geron, and M. Gomel, Compt. Rend. Acad. Sci.,C283, 389 (1976).
M. Grottel and B. Blaszkewicz, Rocz. AR Pozn., 49 (1976).
H. Huser, M. Guerin, and M. Gomel, Compt. Rend. Acad. Sci.,C283, 433 (1976).
E. Ruiz, J. S. Urieta, J. Santafe, and C. Gutierrez, Bull. Soc. Chim. France,3, 304 (1989).
M. G. Botros, M. M. Naoum, N. G. Shinouda, and N. A. Rizk, J. Chim. Phys. et Phys.-Chim. Biol.,80, 441 (1983).
M. Rogalski and A. Bylicki, J. Chem. Thermodyn.,17, 915 (1985).
N. A. Barba, M. S. Botnar', I. L. Pogrebnoi, and S. F. Manole, Aspects of Chemistry and Chemical Technology [in Russian], Kishinev (1986), p. 118.
W. Waclawek and F. Tuznik, Bull. Pol. Acad. Sci. Chem.,20, 987 (1972).
W. Waclawek and K. Poblocka, Bull. Pol. Acad. Sci. Chem.,26, 141 (1978).
C. S. Adgaonkar, A. W. Asole, and V. S. Deogaonkar, Acta Cienc. Indica Phys.,14, 191 (1988).
M. Rogalski, K. Chylinsky, and B. Wisniewska, J. Chem. Thermodyn.,19, 57 (1987).
R. Meyer, A. Barlatier, and J. Metzger, J. Chim. Phys. Phys.-Chim. Biol.,68, 417 (1971).
É. A. Zhurauskene, V. K. Tatolis, and D. I. Klibaite, Liet. Fiz. Rinkings: Lit. Fiz. Sb., No. 6, 935 (1973).
B. Castagna, J. M. Dumas, and M. Gomel, J. Chim. Phys. Phys.-Chim. Biol.,69, 765 (1972).
J. P. Shukla, S. Walker, and J. Warren, J. Chem. Soc. Faraday Trans. I,74, 2045 (1978).
P. N. Kozachenko, S. B. Bulgarevich, D. Ya. Movshovich, V. A. Kogan, and O. A. Osipov, Zh. Obshch. Khim., No. 3, 670 (1982).
E. Brandstädt, U. George, and A. Kolbe, J. Mol. Liq.,31, 107 (1985).
M. M. Martin and W. R. Ware, J. Phys. Chem.,82, 2770 (1978).
M. Martin, H. Miyasaka, A. Karen, and N. Mataga, J. Phys. Chem.,89, 192 (1985).
J. J. Koziol, A. Nowek, and P. Tomasik, Gazz. Chim. Ital.,120, 403 (1990).
J. J. Koziol, Monatsh. Chem.,122, 47 (1991).
J. J. Koziol, Gazz. Chim. Ital.,122, 143 (1992).
J. A. Chudek, R. Foster, and F. Page, J. Chem. Soc. Faraday Trans. I,83, 2641 (1987).
P. Bruni, C. Conti, E. Giorgini, G. Tosi, and G. Marrosu, Spectrochim. Acta A,47A, 665 (1991).
A. Miniewcz, M. Samoc, and D. F. Williams, Acta Phys. Pol. A, A74, 91 (1988).
N. E. Webb and C. C. Thompson, J. Pharm. Sci.,67, 165 (1978).
A. B. Wong, Lin Shu-Fen, and K. A. Connors, J. Pharm. Sci.,72, 388 (1983).
Niizuma Shigeya, Kokubun Hiroshi, and Koizumi Masao, Chem. Phys. Lett.,7, 279 (1970).
Niizuma Shigeya, Bull. Chem. Soc. Jpn.,44, 335 (1971).
I. V. Bulgarovskaya and Z. V. Zvonkova, Kristallografiya, No. 3, 579 (1976).
N. Karl, N. Sato, K. Seki, and H. Inokuchi, J. Chem. Phys.,77, 4870 (1982).
W. Binder, N. Karl, and J. J. Stezowskii, Acta Crystallogr. Sec. B,B38, 2915 (1982).
N. A. Sadovskii, S. N. Babaev, and M. G. Kuzmin, Chem. Phys. Lett.,80, 427 (1981).
S. N. Babaev, N. A. Sadovskii, and M. G. Kuz'min, Khim. Vys. Énerg., No. 3, 243 (1984).
J. M. Schuette, T. T. Ndou, and J. M. Warner, J. Phys. Chem.,96, 5309 (1992).
J. M. Schuette, T. T. Ndou, A. Munoz de la Pena, S. Mukundan, Jr., and J. M. Warner, J. Am. Chem. Soc.,115, 292 (1993).
L. Toupet, A. Miniewicz, and C. Ecolivet, Cryst. Struct. Commun.,C45, 1044 (1989).
Y. Yamaguchi and J. Ueda, Acta Crystallogr.,C40, 113 (1984).
E. Schrötter, H. Schick, H. Niedrich, D. Lohmann, and G. Faust, Ref. Zh. Khim., 20N179P (1985).
M. Uchida, K. Shiotsuki, and T. Matsuo, Japanese Patent No. 04,312,574; Chem. Abstr.,118, 147473v (1993).
V. G. Gackar, A. Maharata, and M. H. Sharma, Ind. Eng. Chem. Res.,28, 199 (1989).
I. V. Volgina, N. V. Kuzyakina, and I. A. Markina, Khim. Prom., No. 7, 500 (1989).
R. M. Plenkina, N. V. Kuzyakina, and I. A. Markina, Khim. Prom., No. 7, 500 (1989).
V. G. Niesen and V. F. Yesavage, J. Chem. Eng. Data,33, 138 (1988).
P. R. Jackson, S. Tonaka, T. Horita, and N. Sato, J. Chem. Thermodyn.,18, 75 (1986).
A. Matsuura, S. Tonaka, T. Horita, and N. Sato, Kawasaki Steel Giho,24, 346 (1989).
A. Matsuura, S. Tonaka, and T. Horita, Kawasaki Steel. Techn. Rep., No. 23, 61 (1990).
Uemasu Isamu and Nagao Yukio, Japanese Patent No. 2,255,658; Kokai Tokke Kokho. Ser., 3(2),89, 241 (1990).
K. Kralova and L. Mitterhauszerova, Cesk. Farm.,42, 181 (1993).
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N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Moscow. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 3–22, January, 1997.
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Zaretskii, M.I. Complexation of the pyridine bases in the products from the coking of coal with organic solvents (review). Chem Heterocycl Compd 33, 1–16 (1997). https://doi.org/10.1007/BF02290741
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DOI: https://doi.org/10.1007/BF02290741