SYNTHESIS AND STRUCTURE OF N-PYRIDYL-CONTAINING
2261
2
(12H, Me3), 4.35 d (4H, H1, JHH = 14.7 Hz), 4.82 d
the Russian Foundation for Basic Research (project
no. 18-03-00833 A, synthesis of ligands).
(4H, H1, JHH = 14.7 Hz), 6.25 d (2H, H10, JH1H2 =
2
3
8.6 Hz), 6.49 d. d (2Н, H8, JH3H2 = 7.1, JH3H4 =
3
3
4.9 Hz), 6.94 s (2H, H4), 7.33 d. d. d (2H, H9, JH2H3 =
3
CONFLICT OF INTERESTS
No conflict of interests was declared by the authors.
REFERENCES
7.1, JH2H1 = 8.6, JH2H4 = 1.8 Hz), 8.09 d. d (2H, H7,
3
4
3JH4H2 = 4.9, JH4H2 = 1.8 Hz). 13C NMR spectrum
4
(DMF-d7), δС, ppm: 20.34 (Me5), 23.20 (Me5), 52.23 d
(C1, JPC = 18.3 Hz), 107.56 (C10), 111.59 (C8), 129.43
1
(C4), 131.69 d (C2, JPC = 25.9 Hz), 136.52 (C9),
1
139.18 (C3), 144.22 (C5), 147.75 (C7), 156.45 (C6). 31P
NMR spectrum (DMF): dР –33.55 ppm. Found, %: C
70.39; H 7.69; N 10.09; P 14.33. C32H42N4P2. Cal-
culated, %: C 71.11; H 7.04; N 10.37; P 14.48.
1. Rakowski-DuBois, M. and DuBois, D.L., Acc. Chem.
Res., 2009, vol. 42, p. 1974. doi 10.1021/ar900110c
2. DuBois, D.L. and Bullock, R.M., Eur. J. Inorg. Chem.,
2011, p. 1017. doi 10.1002/ejic.201001081
3. Wilson, A.D., Newell, R.H., McNevin, M.J.,
Muckerman, J.T., Rakowski-DuBois, M., and DuBois, D.L.,
J. Am. Chem. Soc., 2006, vol. 128, p. 358. doi 10.1021/
ja056442y
1,5-Di-(3-methylpyridine)-3,7-diphenyl-1,5,3,7-
diazadiphosphacyclooctane (3). Yield 28%, mp 166–
168°С. IR spectrum, ν, cm–1: 1574 (Py), 1422 (Py). 1Н
NMR spectrum (CDCl3), δ, ppm: 3.47 d (4H, H1, 2JHH
=
4. Musina, E.I., Khrizanforova, V.V., Strelnik, I.D.,
Valitov, M.I., Spiridonova, Yu.S., Krivolapov, I.A.
Litvinov, M.K. Kadirov, P. Lonnecke, E., Hey-
Hawkins, Yu.H. Budnikova, D.B., Karasik, A.A., and
Sinyashin, O.G., Chem. Eur. J., 2014, vol. 20, p. 3169.
doi 10.1002/chem.201304234
2
13.9 Hz), 3.69 d (4H, H1, JHH = 13.9 Hz), 4.21 s (4H,
H11), 7.18 d. d (2H, H9, JH3H4 = 7.7, JH3H2 = 4.9 Hz),
3
3
7.27 m (10Н, H3–5), 7.66 d (2H, H10, JH3H4 = 7.7 Hz),
3
8.45 d (2H, H8, JH3H2 = 4.9 Hz), 8.59 s (2H, H7). 13C
3
NMR spectrum (CDCl3), δС, ppm: 56.86 (C11), 61.48
(C1), 123.37 (C9), 128.76 d (C4, 1JPC = 3.6 Hz), 128.86
5. Khrizanforova, V.V., Budnikova, Yu.G., Strelnik, I.D.,
Musina, E.I., Valitov, M.I., Kadirov, M.K., Kara-
sik, A.A., and Sinyashin, O.G., Russ. Chem. Bull. Int.
Ed., 2013, vol. 62, p. 1003. doi 10.1007/s11172-013-
0131-0
(C5), 132.57 d (C3, JPC = 10.2 Hz), 133.89 (C6),
1
136.81 (C10), 138.84 d (C2, 1JPC = 5.6 Hz), 148.77 (C8),
150.64 (C7). 31P NMR spectrum (DMF): δP –67.17 ppm.
Found, %: C 68.89; H 6.21; N 11.85; P 12.46.
C28H36N4P2. Calculated, %: C 69.42; H 6.20; N 11.57;
P 12.81.
6. Maerk, G., Jin, G.Y., and Schoerner Ch., Tetrahedron
Lett., 1980, vol. 21, p. 1409. doi 10.1016/S0040-4039
(00)92732-1
1,5-Di-(3-methylpyridine)-3,7-dimesityl-1,5,3,7-
diazadiphosphacyclooctane (4). Yield 31%, mp 132–
134°С. IR spectrum, ν, cm–1: 1422 (Py), 1602 (Py). 1Н
NMR spectrum (CDCl3), δ, ppm: 2.21 s (6H, Me5),
7. Kane, J.C., Wong, E.H., Jap, G.P.A., and Rheingold, A.L.,
Polyhedron, 1999, vol. 18, p. 1183. doi 10.1016/S0277-
5387(98)00413-6
8. Karasik, A.A., Naumov, R.N., Balueva, A.S.,
Spiridonova, Yu.S., Golodkov, O.N., Novikova, H.V.,
Belov, G.P., Katsyuba, S.A., Vandyukova, E.E.,
Lönnecke, P., Hey-Hawkins, E., and Sinyashin, O.G.,
Heteroatom Chem., 2006, vol. 17, p. 499. doi 10.1002/
hc.20272
2
2.51 s (12H, Me3), 3.55 d (4H, H1, JHH = 14.3 Hz),
2
4.17 d (4H, H1, JHH = 14.3 Hz), 4.27 s (4H, H11), 6.81
3
3
s (2H, H4), 7.13 d. d (2H, H9, JH3H2 = 7.8, JH2H1 =
4.8 Hz), 7.60 d (2Н, H10, JH3H2 = 7.6 Hz), 8.40 d. d
3
(2H, H8, JH2H1 = 4.8, JH4H1 = 1.7 Hz), 8.50 d (2H, H7,
3
4
4JH4H1 = 1.6 Hz). C NMR spectrum(CDCl3), δС, ppm:
13
9. Kilgore, U.J., Roberts, J.A.S., Pool, D.H., Appel, A.M.,
Stewart, M.P., Rakowski DuBois, M., Dougherty, W.G.,
Kassel, W.S., Bullock, R.M., and DuBois, D.L., J. Am.
Chem. Soc., 2011, vol. 133, p. 5861. doi 10.1021/
ja109755f
20.86 (Me5), 23.90 (Me3), 54.65 (C1), 59.88 (C11),
123.45 (C9), 129.62 (C4), 133.85 (C2), 136.91 (C10),
139.3 (C3), 143.93 (C2, C6), 148.64 (C8), 150.30 (C7).
31P NMR spectrum (DMF): δP –78.14 ppm. Found, %:
C 71.64; H 8.14; N 9.83; P 11.02. C30H40N4P2.
Calculated, %: C 71.83; H 7.39; N 9.86; P 10.91.
10. Jain, A., Lense, S., Linehan, J.C., Raugei, S., Cho, H.,
DuBois, D.L., and Shaw, W.J., Inorg. Chem., 2011,
vol. 50, p. 4073. doi 10.1021/ic1025872
ACKNOWLEDGMENTS
11. Kormachev, V.V. and Fedoseev, M.S., Preparativnaya
khimiya fosfora (Preparative Chemistry of Phosphorus),
Perm: Ural. Otd. Ross. Akad. Nauk, 1992, p. 22.
This work was partially financially supported by
RUSSIAN JOURNAL OF GENERAL CHEMISTRY Vol. 88 No. 11 2018