Abstract
Two hydrogen bonded complexes between 1,8- bis(dimethylamino) naphthalene (DMAN) and 2,6-dihydroxynaphthalene (DHN) in 2:1 and 1:2 ratios were synthesised and studied using FTIR the spectra of the solid 2:1 complex revealed incomplete protonation of DMAN with the appearance of two broad absorptions representing ν(NHN)+ and ν(OHN) in the ranges 700–400 and 1600–700 cm−1 respectively, while the 1:2 complex indicated the complete protonation of DMAN with the appearance of two broad absorptions representing ν(NHN)+ and ν(OHO-) in the ranges 700–400 and 1600–700 cm−1 respectively. On the other hand the IR spectra in acetonitrile indicated that the 1:2 complex is more stable than the 2:1 complex.
Keywords
References
1.
Perrin D.D.
, Dissociation constants of organic bases in aqueous solution , Butterworths , London 1960 .
2.
Benoti R.L.
,
Lefevre D.
, and
Frequette M.
, Can. J. Chem. , 1987 , 65 , 996 .
3.
Lias S.G.
,
Liebman J. F.
, and
Levin R. D
J. Phys. Chem. Ref. Data , 1984 , 13 , 695
4.
Alder R.W.
,
Goode N. C.
,
Miller N.
,
Hibbert F.
,
Hunte K. P. P.
, and
Robbinson H. J.
, J. Chem. Soc., Chem. Commun. , 1987 , 89 .
5.
Pawelka Z.
, and
Zeegers Huyskens Th.
, J. Mol. Struct. (Theochem) , 1989 , 200 , 565 .
6.
Emsley J.
, Chem. Soc. Rev. , 1980 , 9 , 91 .
7.
Perrin C.L.
, and
Kim J.
, Inorg. Chem. , 2000 , 39 , 3902 .
8.
Brzezinski B.
,
Grech E.
,
Malarski Z.
, and
Sobczyk L.
, J. Chem. Soc. Faraday Trans , 1990 , 86 , 1777 .
9.
Brzezinski B.
,
Grech E.
,
Malarski Z.
, and
Sobczyk L.
, J. Chem. Soc. Perkin Trans. 2, 1999 , 1267 .
10.
Schroeder G.
,
Brzezinski B.
,
Podebski D.
, and
Grech E.
, J. Mol. Struct. , 1997 , 416 , 11 .
11.
Einspahr H.
,
Robert J. B.
,
Narsh R. E.
, and
Roberts J. D.
, Acta Crystallography, Sec. B , 1973 , 29 , 1611 .
12.
Grech E.
,
Malarski Z.
,
Sawka W.
, and
Sobczyk L.
, J. Mol. Struct. , 1997 , 406 , 107 .
13.
Glowiak T.
,
Grech E.
,
Malarski Z.
, and
Sobczyk L.
, J. Mol. Struct. , 1997 , 403 , 73 .
14.
Odiaga N.
,
Kanters J. A.
,
Lutz B. T.
, and
Grech E.
, J. Mol. Struct. , 1992 , 273 , 183 .
15.
Brzezinski B.
,
Grech E.
,
Nowicka J.
,
Glowiak T.
,
Malarski Z.
, and
Sobczyk L.
, J. Mol. Struct. , 1994 , 327 , 71 .
16.
Grech E.
,
Malarski Z.
,
Sawka W.
, and
Sobczyk L.
, J. Mol. Struct. , 1997 , 416 , 227 .
17.
Grech E.
,
Malarski Z.
, and
Sobczyk L.
, Chem. Phys. Lett. , 1986 , 128 , 259 .
18.
Nogaj B.
,
Wosniak K.
,
Lemanski D.
,
Ostafin M.
, and
Grech E.
, Solid State Nuc. Magn. Res. 1995 , 4 , 187 .
19.
Klimkiewicz J.
,
Koprowski M.
,
Stefaniak L.
,
Grech E.
, and
Webb G.
, J. Mol. Struct. , 1997 , 403 , 163 .
20.
Klimkiewicz J.
,
Stefaniak L.
,
Brzezinski B.
,
Grech E.
,
Kuroki S.
,
Ando I.
, and
Webb G.
, J. Mol. Struct. , 1994 , 323 , 193 .
21.
Pawlukoic A.
,
Natkaniec I.
,
Grech E.
,
Baran J.
,
Malarski Z.
, and
Sobczyk L.
, Spectrochim. Acta (a) 1998 , 54 , 439
22.
Glowiak T.
,
Grech E.
,
Lis T.
,
Nowicka J.
,
Malarski Z.
,
Sawka W.
,
Stefaniak L.
, and
Sobczyk L.
, J. Mol. Struct. , 1998 , 448 , 121 .
23.
Bohlmann F.
, Chem. Ber. , 1958 , 91 , 2157 .
24.
Nowak A.
, Struct. Bonding , 1974 , 18 , 177 .
25.
Dziembowska T.
, Polish J. Chem. 1994 , 68 , 1455 .
26.
Dziembowska T.
,
Malarski Z.
, and
Szczodrowska B.
, J. Soln. Chem. , 1996 , 25 , 179 .
27.
Scherer J.R.
, J. Chem. Phys. , 1962 , 36 , 3308 .
28.
Ines M.
, and
Soares V.
, Rev. Port. Quim. , 1968 , 10 , 65 .