Archive for November 29, 2014

Mendeleev Commun., 2014, 24, 102-104

A.E. Kulyashova, E.V. Mikheeva, N.A. Danilkina, I.A. Balova
“Synthesis of 2-(buta-1,3-diynyl)-N,N-dimethylanilines using reductive methylation step”

Mendeleev Commun., 2014, 24, 102-104

DOI: 10.1016/j.mencom.2014.03.013

Synthesis of 2-(buta-1,3-diynyl)-N,N-dimethylanilines based on reductive methylation of ortho-iodoanilines using CH2O–NaBH3CN and coupling with terminal diacetylens was developed. Altered sequence including dimethylation of 2-(buta-1,3-diynyl)anilines was also successfully achieved and gave higher overall yields in the case of anilines without acceptor substituent in the ring.

Users publications

A. Penkova, G. Polotskaya, A. Toikka
“Pervaporation composite membranes for ethyl acetate production”
Chem. Eng. Process., 2014, accepted
DOI: 10.1016/j.cep.2014.11.015

T. Minh Dau, Y.-A. Chen, A.J. Karttunen, E.V. Grachova, S.P. Tunik, K.-T. Lin, W.-Y. Hung, P.-T. Chou, T.A. Pakkanen, I.O. Koshevoy
“Tetragold(I) complexes: solution isomerization and tunable solid-state luminescence”
Inorg. Chem., 2014, accepted

A.I. Solomatina, D.V. Krupenya, V.V. Gurzhiy, I. Zlatkin, A.P. Pushkarev, M.N. Bochkarev, N.A. Besley, E. Bichoutskaia, S.P. Tunik
“Cyclometallated platinum(II) complexes containing NHC ligands; synthesis, characterization, photophysics and their application as emitters in OLEDs”
Dalton Trans., 2014, accepted

D.V. Semenok has presented a lecture

On November 25th D.V. Semenok (Org.Chem.Dep.) has presented a lecture titled “Weak intramolecular hydrogen bond with aryl ring protons: myth or reality?”

Inorg Chim. Acta, 2015, 425, 114-117

First paper of 2015 with acknowledgments to CMR:

M.Ya. Demakova, D.S. Bolotin, N.A. Bokach, G.L. Starova, V.Yu. Kukushkin

“Metal-mediated cyanamide–hydroxyguanidine coupling” Inorg Chim. Acta, 2015, 425, 114-117

DOI: 10.1016/j.ica.2014.10.015

14 11 25

Reaction of the cyanamides R2NCN (R = Me 2a, Et 2b) with the hydroxyguanidine OC4H8NC(=NOH)NH2 (1) in the presence of zinc halides leads to [ZnX2{HN=C(NR2)ON=C(NH2)NC4H8O}] derived from the ZnIImediated cyanamide–hydroxyguanidine coupling. This reaction is the first observation of interplay between any nitrile group and any hydroxyguanidine both in metal-involving and metal-free chemistry. Complexes 3a,b–5a,b rather rapidly degrade in solutions at RT, but solvates 3a,b MeOH and 4a MeOH are sufficiently stable in the solid state and they were characterized by IR, HRESI+-MS, solid state CP-MAS TOSS 13C NMR, and X-ray crystallography (for 3a,b). Complexes 4b and 5a,b were identified in solutions by HRESI+-MS.

Changes of Foyer

14 11 24 (2)Фойе
Beautification of the foyer between Center for X-Ray Diffraction Studies and Center for Magnetic Resonance: now with new sofas, coffee tables, flower pots and coat racks.

Conference “Science and Progress 2014”

14 11 24 (3) Science and Progress Diploma Tupikina 2014

Elena Tupikina has received the “best oral presentation” award at the conference “Science and Progress 2014” for the research conducted at the Center for Magnetic Resonance.

New users publications

A.S. Konev, A.F. Khlebnikov, P.I. Prolubnikov, A.S. Mereshchenko, A.V. Povolotskiy, O.V. Levin, A. Hirsch, “Synthesis of New Porphyrin–Fullerene Dyads Capable of Forming Charge-Separated States on a Microsecond Lifetime Scale”
Chem. Eur. J. 2014, 20, 1-15
DOI: 10.1002/chem.201404435

N.A. Danilkina, A.E. Kulyashova, A.F. Khlebnikov, S. Bräse, I.A. Balova, “Electrophilic Cyclization of Aryldiacetylenes in the Synthesis of Functionalized Enediynes Fused to a Heterocyclic Core”
J. Org. Chem. 2014, 79(19), 9018-9045
DOI: 10.1021/jo501396s

A.F. Khlebnikov, O.A. Tomashenko, L.D. Funt, M.S. Novikov, “Simple Approach to Pyrrolylimidazole Derivatives by Azirine Ring Expansion with Imidazolium Ylides”
Org. Biomol. Chem. 2014, 12, 6598-6609
DOI: 10.1039/c4ob00865k

A.S. Konev, D.A. Lukyanov, P.S. Vlasov, O.V. Levin, A.A. Virtsev, I.M. Kislyakov, A.F. Khlebnikov, “The Implication of 1,3-Dipolar Cycloaddition of Azomethine Ylides to the Synthesis of Main-Chain Porphyrin Oligomers”
Macromol. Chem. Phys. 2014, 215, 516-529
DOI: 10.1002/macp.201300679

P.V. Gushchin, M.L. Kuznetsov, M. Haukka, V.Yu. Kukushkin, “Anionic halide…alcohol clusters in the solid state”
J. Phys. Chem. A 2014, 118,, 9529-9539
DOI: 10.1021/jp506256a


A.F. Khlebnikov, M.S. Novikov, Y.G. Gorbunova, E.E. Galenko, K.I. Mikhailov, V.V. Pakalnis, M.S. Avdontceva “Isoxazolium N-ylides and 1-oxa-5-azahexa-1,3,5-trienes on the way from isoxazoles to 2H-1,3-oxazines”
Beilstein J. Org. Chem. 2014, 10, 1896-1905
DOI: 0.3762/bjoc.10.197

K.V. Zavyalov, M.S. Novikov, A.F. Khlebnikov, V.V. Pakalnis, “Selective syntheses of 2H-1,3-oxazines and 1H-pyrrol-3(2H)-ones via temperature-dependent Rh(II)-carbenoid-mediated 2H-azirine ring expansion”
Tetrahedron 2014 2014, 70(21), 3377-3384
DOI: 10.1002/macp.201300679

Tetrahedron Lett., 2014, 55, 6851-6855

A.N. Kazakova, R.O. Iakovenko, V.M. Muzalevskiy, I.A. Boyarskaya, M.S. Avdontceva, G.L. Starova, A.V. Vasilyev, V.G. Nenajdenko
“Trifluoromethylated allyl alcohols: acid-promoted reactions with arenes and unusual ‘dimerization’”

Tetrahedron Lett., 2014, 55, 6851-6855

DOI: 10.1016/j.tetlet.2014.10.083


An unusual ‘dimerization’ of CF3-allyl alcohols [ArCH=CHCH(OH)CF3] under the action of anhydrous FeCl3 was found to give fluorinated indanes in 62–90% yields via the formation of intermediate allyl cations. Reactions of CF3-allyl alcohols with arenes (Ar′H) led to CF3-alkenes [Ar(Ar′)CHCH=CHCF3] in 48–75% yields. The mechanisms of the transformations are discussed.

Seminars: E.S. Zhiglej, A.S. Grevtsev

On November 19th two seminars were held at CMR:
1) A.S. Grevtsev, «Polyolic microwave synthesis of CuIn(x)Ga(1-x)Se2 nanoparticles»
2) E.S. Zhiglej, «Laser-induced deposition of molybdenum structures from aqueous solution»

Second visit of 2nd year students

Today the second overview excursion was conducted for 2nd year students of the Department of Chemistry