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34.62 (C10, C13), 36.34 (C1, C14), 37.27 (C2, C3), 40.68 (C4,
C7), 44.68 (C8), 52.88 (C9), 134.82 (C5, C6); EIMS (70 eV,
m/z): 184 [M]+ (44), 169 (14), 155 (16), 142 (34), 117 (100),
115 (37), 105 (22), 91 (73), 80 (38), 65 (17), 41 (21) %; 4b:
1H NMR (400 MHz, CDCl3) δ 1.19–1.24 (m, 1H), 1.31–1.36
(m, 1H), 1.48 (s, 1H), 1.56–1.59 (m, 2H), 1.71 (t, J = 6 Hz, 1H)
2.03–2.06 (m, 3H), 2.15–2.17 (m, 2H), 2.22 (s, 1H), 2.52 (s,
2H), 2.59 (s, 1H), 5.96–5.98 (m, 1H); 13С NMR (100 MHz,
CDCl3) δ 24.08 (C10), 27.16 (C11), 40.52 (C1), 40.93 (C12),
42.30 (C14), 45.66 (C9), 47.38 (C2), 47.94 (C13), 48.61 (C7),
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9. Dzhemilev, U. M.; Khusnutdinov, R. I.; Muslimov, Z. S.; Mazitov, M. F.
Pet. Chem. 1996, 36, 507–512.
50.20 (C8), 54.09 (C5), 60.05 (C6), 133.69 (C4), 133.75 (C3); 10.Farooq, O.; Farnia, S. M. F.; Stephenson, M.; Olah, G. A.
EIMS (70 eV, m/z): 184 [M]+ (40), 169 (21), 155 (45), 141
11.Olah, G. A.; Wu, A.-h.; Farooq, O.; Prakash, G. K. S. J. Org. Chem.
(45), 129 (51), 117 (100), 115 (53), 91 (88), 78 (43), 65 (21), 41
(20) %.
12.Dzhemilev, U. M.; Khusnutdinov, R. I.; Kislitsina, K. S.; Kutepov, B. I.;
Khazipova, A. N.; Travkina, O. S. Method of producing diamantane
(pentacyclo[7,3,1,14,12,02,7,06,11]tetradecane). Russian Patent
RU2459794C1, Aug 27, 2012.
Supporting Information
13.Khusnutdinov, R. I.; Muslimov, Z. S.; Dzhemilev, U. M.; Nefedov, O. M.
Supporting Information File 1
14.Dzhemilev, U. M.; Khusnutdinov, R. I.; Muslimov, Z. S.;
Experimental procedures, NMR, and mass spectral data.
Tolstikov, G. A.; Nefedov, O. M. Russ. Chem. Bull. 1991, 40, 236.
15.Karimi-Jaberi, Z.; Masoudi, B.; Rahmani, A.; Alborzi, K.
Polycyclic Aromat. Compd. 2020, 40, 99–107.
16.Schwertfeger, H.; Fokin, A. A.; Schreiner, P. R. Angew. Chem., Int. Ed.
Funding
The results were obtained with the financial support of the
17.Hollowood, F. S.; McKervey, M. A.; Hamilton, R.; Rooney, J. J.
Russian Ministry of Education and Science (project no. 2019-
05-595-000-058) on unique equipment at the 'Agidel' Collec-
tive Usage Center (Ufa Federal Research Center, Russian
Academy of Sciences), by the Scholarship of the President of
the Russian Federation to young scientists and postgraduates
(SP-1601.2018.1) and carried out within the RF state assign-
ment, reg. no. АААА-А19-119022290009-3.
18.Kafka, Z.; Vodička, L.; Galík, V. Collect. Czech. Chem. Commun. 1982,
19.Kafka, Z.; Vodicka, L.
Sb. Vys. Sk. Chem.-Technol. Praze, D: Technol. Paliv 1985, 51,
247–255.
20.Kafka, Z. Sb. Vys. Sk. Chem.-Technol. Praze, D: Technol. Paliv 1991,
59, 79–90.
21.Kafka, Z.; Vodicka, L.
Sb. Vys. Sk. Chem.-Technol. Praze, D: Technol. Paliv 1984, 49,
125–137.
ORCID® iDs
22.Kafka, Z.; Nahunek, M.
Sb. Vys. Sk. Chem.-Technol. Praze, D: Technol. Paliv 1986, 55,
71–99.
23.Kafka, Z.; Vodicka, L.
Preprint
A non-peer-reviewed version of this article has been previously published
Sb. Vys. Sk. Chem.-Technol. Praze, D: Technol. Paliv 1986, 54,
65–74.
24.Khusnutdinov, R. I.; Mukminov, R. R.; Aminov, R. I.; Khalilov, L. M.;
Mesсheryakova, E. S.; Dzhemilev, U. M. Tetrahedron Lett. 2015, 56,
25.Aminov, R. I.; Akshieva, A. N.; Khusnutdinov, R. I. Catal. Commun.
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