i VOLUME 23 ISSUE 4 2013 MENCEX (4) 179 – 236 (2013) Mendeleev Communications CONTENTS Block ionomer Hydrophilic nonionic block Hydrophilic ionic block Oppositely charged species (polyion, surfactant, metal, drug, etc.) Complex formation Spontaneous self-assembly Hydrophilic corona Ionic polymer complex core Ca 2+ Pt + Cross- linking 179 Cross-linked polymeric micelles based on block ionomer complexes Jong Oh Kim, Thiruganesh Ramasamy, Chul Soon Yong, Natalia V. Nukolova, Tatiana K. Bronich, Alexander V. Kabanov N NO CONH 2 cyclooctyne, Bu t OK CD 2 Cl 2 , –30 to –20 °C N N NuH –20®20 °C N H N Nu Nu = OMe, SPh N NH N N O N N HO 187 Annelated 4,5-diazaspiro[2.4]hepta-4,6-diene obtained by [3 + 2] cycloaddition of diazo- cyclopropane to cyclooctyne Evgeny V. Shulishov, Yury V. Tomilov, Oleg M. Nefedov MeO Cl MeO Cl Me MeOOC OMe O + Et 3 Si NBu t OBn 9 steps 190 Total synthesis of strobilurin B Viktor A. Popovsky, Andrei V. Stepanov, Natalia Ya. Grigorieva C(10) C(1) C(4) C(3) C(6) C(5) C(2) Cl(1) Cl(1A) Rh(1) Rh(1A) C(11) C(12) C(13) C(14) C(7) C(8) C(9) 193 Mixed-ligand di- m-chloro-bridged rhodium dimers as key intermediates in the synthesis of acyclic ( p-allyl)-closo-rhodacarboranes Konstantin I. Galkin, Fedor M. Dolgushin, Alexander F. Smol’yakov, Ivan A. Godovikov, Elena A. Sergeeva, Igor T. Chizhevsky NC NC CN CN CN NC NC CN NC CN CN NC NC NC CN CN CN NC NC CN NC CN CN NC NC NC CN CN CN NC NC CN NC CN CN NC p-tert-butylthiacalix[4]arene cavity 196 Pentakis-thiacalix[4]arenes with nitrile fragments: receptor properties toward cations of some s- and d-metals and self-assembly of nanoscale aggregates Andrey V. Galukhin, Elena A. Andreyko, Ildar H. Rizvanov, Ivan I. Stoikov FOCUS ARTICLE COMMUNICATIONS
179 Cross-linked polymeric micelles based on block ionomer complexes
Jong Oh Kim, Thiruganesh Ramasamy, Chul Soon Yong, Natalia V. Nukolova, Tatiana K. Bronich, Alexander V. Kabanov
N
NO
CONH2
cyclooctyne,ButOK
CD2Cl2,–30 to –20 °C N
NNuH
–20®20 °CNH
N
Nu
Nu = OMe, SPh
NNH
N N
O
N
N
HO
187 Annelated 4,5-diazaspiro[2.4]hepta-4,6-diene obtained by [3 + 2] cycloaddition of diazo-cyclopropane to cyclooctyne
Evgeny V. Shulishov, Yury V. Tomilov, Oleg M. Nefedov
MeO
ClMeO
Cl
Me
MeOOCOMe
O
+
Et3SiNBut
OBn
9 steps
190 Total synthesis of strobilurin B
Viktor A. Popovsky, Andrei V. Stepanov, Natalia Ya. Grigorieva
C(10)
C(1)
C(4)
C(3)
C(6)
C(5)
C(2)Cl(1)
Cl(1A) Rh(1)
Rh(1A)
C(11)C(12)
C(13)
C(14)C(7)
C(8)
C(9)
193 Mixed-ligand di-mmm-chloro-bridged rhodium dimers as key intermediates in the synthesis of acyclic (ppp-allyl)-closo-rhodacarboranes
Konstantin I. Galkin, Fedor M. Dolgushin, Alexander F. Smol’yakov, Ivan A. Godovikov, Elena A. Sergeeva, Igor T. Chizhevsky
NC
NC CN
CNCN
NC
NC
CN NC
CN
CN
NC NC
NC CN
CNCN
NC
NC
CN NC
CN
CN
NC NC
NC CN
CNCN
NC
NC
CN NC
CN
CN
NC
p-tert-butylthiacalix[4]arene cavity
196 Pentakis-thiacalix[4]arenes with nitrile fragments: receptor properties toward cations of some s- and d-metals and self-assembly of nanoscale aggregates
Andrey V. Galukhin, Elena A. Andreyko, Ildar H. Rizvanov, Ivan I. Stoikov
FOCUS ARTICLE
COMMUNICATIONS
ii
N N
N N
M RR
R
R
M = H2, Zn, Cu
N O NO2
Me
MeMe
R =
199 Synthesis of 5,10,15,20-tetra[6'-nitro-1,3,3-tri methyl-spiro(indolino-2,2'-2H-chromen-5-yl)]porphyrin and its metal complexes
Alexey V. Laptev, Dmitrii E. Pugachev, Alexey Yu. Lukin, Andrei V. Nechaev, Nikolay E. Belikov, Olga V. Demina, Petr P. Levin, Andrey A. Khodonov, Andrey F. Mironov, Sergei D. Varfolomeev, Vitalii I. Shvets
N
NO
Et
Et
NH
NS
N
OMe
N
NO
Me
Me
NH
NS
N
OH
N
NO
Et
Et
NH
NS
N
MeO
OMe OMe
202 Target synthesis of bioactive thioglycolurils, based on QSAR predictions
Galina A. Gazieva, Yurii B. Vikharev, Lada V. Anikina, Tatyana B. Karpova, Angelina N. Kravchenko, Evgenii A. Permyakov, Igor V. Svitanko
R1 Me
O OR2
KOH/DMSO
100 °C, 1 h
R1
O
OR2
OR2
R1
O
OR2
Me
+ +
204 Superbase-catalyzed addition of ketones to propargyl and allenyl ethers in the KOH (KOBut)/DMSO system
Elena Yu. Schmidt, Nadezhda V. Zorina, Olga A. Tarasova, Igor A. Ushakov, Boris A. Trofimov
ArN
N NN
ArBF3·Et2O
IL
NO2
NO2Het
Het
IL = [bmim][BF4], [bmim][PF6]
+
206 Ionic liquid-promoted stereoselective [3 + 2] cycloaddition of 1-hetaryl-2-nitroethenes to azomethine imines generated in situ
Mikhail I. Pleshchev, Margarita A. Epishina, Vadim V. Kachala, Vladimir V. Kuznetsov, Alexander S. Goloveshkin, Ivan S. Bushmarinov, Nina N. Makhova
N
NN
R
R = H, Ar
ONO2N
N R
H2N
209 Unexpected reduction of the nitro group in (3-nitro-phenyl)-1,2,4-triazines during their aza-Diels–Alder reaction with 1-morpholinocyclopentene
Dmitry S. Kopchuk, Albert F. Khasanov, Igor S. Kovalev, Grigory V. Zyryanov, Vladimir L. Rusinov, Oleg N. Chupakhin
O O
S
N
Et
NS
Et
I
O O
S
NMe
Et
TsO
OO S
NEt
TsO
OOS
NEt
n
n = 1, 2
212 Synthesis of thiacyanine dyes containing coumarin moieties at benzothiazole rings
Zhanna A. Krasnaya, Vladimir A. Kuz’min, Lyubov V. Litvinkova, Evgeniya O. Dorofeeva, Sergei G. Zlotin
iii
N
N SR1
EtO
O R2CN
CN
NH
HN SR1
EtO
O R2
BrNC
NC NO2
+ TEA
215 Synthesis of 7,8-dicyanopyrimido[2,1-b]- [1,3]benzothiazoles
Zhanna V. Chirkova, Rinat Sh. Tukhvatshin, Sergei I. Filimonov, Sergey A. Ivanovskii, Igor G. Abramov, Sergey I. Firgang, Galina A. Stashina, Kyrill Yu. Suponitsky
NO2
N3
R R
NO
N
O
MW,
– N2
fast reaction
217 Fast preparation of benzofuroxans by microwave-assisted pyrolysis of o-nitrophenyl azides
Elisa Leyva, Socorro Leyva, Regina M. González-Balderas, Denisse de Loera, Rogelio Jiménez-Cataño
219 Hydrogenation of heptanal over heterogeneous catalysts
Alexander A. Greish, Leonid M. Kustov, Elena V. Shuvalova, Olga A. Kirichenko
N NH
XN
N
MeMe
O
Ar
NN
Me Me
NH2 X
NH
O
HN
AcOH+ +
X = S, NMe
ArCHO
222 Three-component condensation of iminoazolidines with aldehydes and 5-aminopyrazole
Andrey N. Komogortsev, Boris V. Lichitsky, Arkady A. Dudinov, Konstantin S. Krylov, Anna M. Bogacheva, Olga I. Kobeleva, Valery A. Barachevskii, Mikhail M. Krayushkin
NN N
N
NNN
N M O N R
O
O
MeMe
MeMe
XX
X
X
X =
M = Zn, CoR = Me, Cl, H
224 Synthesis and characterization of 1,4-dihydropyridine-substituted metallophthalocyanines
Ali Reza Karimi, Fatemeh Bagherian, Meysam Sourinia
600
500
400
300
200
Pres
sure
/MPa
5000 6000 7000 8000 9000 10000
Temperature/K
226 Pulsed laser heating of a metal surface confined by a thin layer of transparent dielectric: an experimental approach to the creation of a chemical reactor on supercritical metals
Dmitriy M. Ksenofontov, Alexander A. Karabutov, Alexander G. Kaptilniy, Alexander Yu. Ivochkin
iv
a a
bc
bb
229 Construction of an unusual 2Dchiral /2Dchiral ® 2Dachiral network based on a V-shaped pyridyl ligand
Jin-Song Hu, Zhang Lei, Hong-Long Xing, Xiao-Mei Zhang, Jian-Jun Shi, Jie He
231 Construction of an unusual 3D framework based on V-shaped imidazolyl and oxalate ligands
Jin-Song Hu, Xiao-Mei Zhang, Hong-Long Xing, Jie He, Jian-Jun Shi
X = CH2, (CH2)2, (CH2)3, CH2OCH2, CH2N(Boc)CH2
X
N
R1
O
NH
R2 O
X
CO2Et
233 Synthesis of spiro-annelated pyroglutamides by the Ugi reaction
Vasiliy Yu. Stolyarenko, Anatoliy A. Evdokimov, Vladimir I. Shishkin
N
NN
O
O
N
NN
O
O
Ph
N
NN
O
O
Ph
Ph
R2
Ph
R1 Ph
R1
R2
+
R1 = H, Me, Et, OMeR2 = H, Cl, Ph, Me, Et, OMe
235 Why can the Diels–Alder reaction of 9,10-diphenyl-anthracene with 4-phenyl-1,2,4-triazoline-3.5-dione pass by an abnormal way?
Vladimir D. Kiselev, Ilzida I. Shakirova, Elena A. Kashaeva, Lyubov N. Potapova, Dmitry A. Kornilov, Dmitry B. Krivolapov, Alexander I. Konovalov
