Comptes Rendus Chimie

Anna Masek

Ewa Chrzescijanska

Marian Zaborski

Morin hydrate as pro-ecological antioxidant and pigment for polyolefin polymers

Abdolali Alizadeh

Javad Mokhtari

Long-Guan Zhu

Catalyst-free synthesis of functionalized dihydro-2-oxypyrroles by the reaction of enaminones and N,N′-bis(phenylmethylidene)phenylmethane

Reza Fareghi-Alamdari

Mohsen Golestanzadeh

Farima Agend

Negar Zekri

Application of highly sulfonated single-walled carbon nanotubes: An efficient heterogeneous catalyst for the one-pot synthesis of 14-aryl-14H-dibenzo[a,j]xanthenes under solvent-free conditions

Mahnaz Farahi

Bahador Karami

Masume Azari

Tungstate sulfuric acid as an efficient catalyst for the synthesis of benzoxazoles and benzothiazoles under solvent-free conditions

Ramin Ghorbani-Vaghei

Zahra Toghraei-Semiromi

Rahman Karimi-Nami

Supporting Information
One-pot synthesis of 2-amino-3-cyanopyridine derivatives under solvent-free conditions

Ramin Ghorbani-Vaghei, a*  Zahra Toghraei-Semiromi, a Rahman Karimi-Nami b

aDepartment of Organic Chemistry, Faculty of Chemistry, Bu-Ali Sina University 65174, Hamedan, Iran
Fax/Tel +98(811)8257407; E-mail: rgvaghei@yahoo.com
b School of Chemistry, University College of Science, University of Tehran, PO Box 14155-6455, Tehran, Iran
Table of Contents: 
1H and 13C NMR Spectra of compound 5a…………………………………………………..……….….3
Mass and Anal. Calcd of compound 5a ………………………..………………………………….……...4
1H and 13C NMR Spectra of compound 5b …………………………………………………..……...….5
1H NMR Spectra of compound 5b with one drop D2O ……………………………..……....…...6
Mass and Anal. Calcd of compound 5b …………………………….………………………… ………...7
1H and 13C NMR Spectra of compound 5c …………………………………………………..………….8
Mass and Anal. Calcd of compound 5c ………………………………………………...………………....9
1H and 13C NMR Spectra of compound 5d…………………………………….....………..…………...10
Mass and Anal. Calcd of compound 5d ………………………………….…………….……..………….11
1H and 13C NMR Spectra of compound 5e .……………………………………………………….…...12
Mass of compound 6a and Anal. Calcd of compound 5e …………………………………….……13
1H and 13C NMR Spectra of compound 5f ……………………………….…………………….…….…14
Mass and Anal. Calcd of compound 5f …………………………..……………………….………………15
1H and 13C NMR Spectra of compound 5g …………………………………………………..……….…16
Mass and Anal. Calcd of compound 5g ………………………………………………..…..………..…...17
1H and 13C NMR Spectra of compound 5h ……………………………………………….………………18
Mass and Anal. Calcd of compound 5h ……………………………………..……….…………..…….…19
1H and 13C NMR Spectra of compound 5i ….………………………………….…………………..…..20
Mass and Anal. Calcd of compound 5i …………………………….……………….……..……..…….…21
1H and 13C NMR Spectra of compound 5j ……………………………………………….………………22
Mass and Anal. Calcd of compound 5j ……………………………………..……….…………..…….…23
1H and 13C NMR Spectra of compound 5k ……………………………………………….………………24
Mass and Anal. Calcd of compound 5k ……………………………………..……….…………..…….…25






1H NMR Spectra of compound 5a
13C NMR Spectra of compound 5a


Mass of compound 5a

Anal. Calcd of compound 5a














1H NMR Spectra of compound 5b


13C NMR Spectra of compound 5b



1H NMR Spectra of compound 5b with one drop D2O




























Mass of compound 5b


Anal. Calcd of compound 5b













1H NMR Spectra of compound 5c

13C NMR Spectra of compound 5c

Mass of compound 5c


Anal. Calcd of compound 5c
















1H NMR Spectra of compound 5d

13C NMR Spectra of compound 5d

Mass of compound 5d


Anal. Calcd of compound 5d














1H NMR Spectra of compound 5e

13C NMR Spectra of compound 5e


Mass of compound 5e


Anal. Calcd of compound 5e
















1H NMR Spectra of compound 5f

13C NMR Spectra of compound 5f




Mass of compound 5f


Anal. Calcd of compound 5f














1H NMR Spectra of compound 5g

13C NMR Spectra of compound 5g

Mass of compound 5g


Anal. Calcd of compound 5g
















1H NMR Spectra of compound 5h

13C NMR Spectra of compound 5h


Mass of compound 5h


Anal. Calcd of compound 5h
















1H NMR Spectra of compound 5i

13C NMR Spectra of compound 5i




Mass of compound 5i


Anal. Calcd of compound 5i




1H NMR Spectra of compound 5j

13C NMR Spectra of compound 5j






Mass of compound 5j

Anal. Calcd of compound 5i





1H NMR Spectra of compound 5k

13C NMR Spectra of compound 5k

Mass of compound 5k

Anal. Calcd of compound 5k


1


One-pot synthesis of 2-amino-3-cyanopyridine derivatives under solvent-free conditions

Mohammad Taghi Baei

Ali Ahmadi Peyghan

Zargham Bagheri

Corrigendum to “Quantum chemical analysis on hydrogenated Zn12O12 nanoclusters” [C. R. Chimie 16 (2013) doi:10.1016/j.crci.2012.09.010]

Progyashree Goswami

Madhumita Talukdar

Tarun C. Bora

Prodeep Phukan

Jadab C. Sarma

 
Supporting Information 
 
Chlorotrimethylsilane Catalyzed Synthesis of 1,3-Diphenyl-2-
Propenones and  their Antimicrobial Activities 
 
Progyashree Goswamia,b, Madhumita Talukdarb, Tarun C. Borab, Prodeep Phukana* and Jadab C. 
Sarmab* 
 
(aDepartment of Chemistry, Gauhati University, Guwahati 781014, Assam, India) 
(bCSIR- North-East Institute of Science and Technology, Jorhat 785006, Assam, India) 
*E-Mail:   pphukan@yahoo.com 
 
 Figure S1: 1H-NMR spectra of synthesized chalcones. 13C-NMR spectra are provided only for 
new entries such as 6, 7, 8, and 9. 
 
2 
 
 
 
3 
 
 
 
4 
 
 
 
5 
 
 
 
6 
 
 
 
7 
 
 
 
 
8 
 
 
 
9 
 
 
 
 
10 
 
 
 
11 
 
 
 
12 
 
 
 
13 
 
 
 
14 
 
 
 
15 
 
 
 
16 
 
 
Table S1: Effects of substituent on 309.3 band of chalcone in methanol. The absorption 
wavelength of C=O, N=O and C=C groups in UV-vis spectroscopy show a bathochromic or red 
shift due to extended conjugation. 
 
No Chalcone λ (nm) Absorption 
 
1 
O  
309.3 
227.3 
206.7 
2.2540 
1.0048 
1.3688 
 
 
2 
 
O
OH
 
344.3 
247.3 
206.7 
2.3606 
1.2585 
1.4253 
 
3 
O
OH
HO
 
348.2 
235.3 
204.3 
1.0429 
0.4436 
0.4999 
4 
O
OCH3
 
341.5 
245.5 
203.0 
0.8120 
0.4160 
0.7440 
 
5 
O
OCH3
H3CO
 
343.5 
233.7 
204.3 
0.7546 
0.3324 
0.3391 
6 
O
OH
O2N
 
357.5 
245.5 
203.0 
0.9440 
0.9520 
0.7400 
7 
O
O2N Br
 
304.5 
232.0 
204.5 
0.1370 
0.4300 
0.5340 
17 
 
 
8 
O
CH3
H3CO
H3CO  
328.3 
230.5 
205.9 
0.5384 
0.2893 
0.6124 
9 
O
H3CO
H3CO
OCH3
OH
 
362.5 
246.5 
209.1 
1.6712 
0.8063 
1.9045 
10 
O
O2N
O
O
 
368.1 
244.8 
211.5 
197.9 
0.1253 
0.1439 
0.1551 
0.1346 
 
11 
O
H
N
Cl
 
392.0 
267.5 
219.0 
0.097 
0.072 
0.114 
 
18 
 
 
Figure S2: (a) Molecular packing diagram of 6 via O–H···O hydrogen bonds along b-axis. 
 
 
Figure S2: (b) Molecular packing diagram of 7. The C–H···O hydrogen bond between NO2 and 
C–H of phenyl ring held molecules together in the crystal. 
 
19 
 
 
Figure S2: (c) Molecules are arranged in 8 via C–H···O hydrogen bonds. Ketone and ether group 
oxygen acts as hydrogen bond acceptor. 
 
 
Figure S2: (d) In 10 molecules are arranged via C–H···O hydrogen bonds. Oxygen from 
piperinol ring, NO2 and C=O groups are involved in hydrogen bonding. 
 
 
20 
 


Chlorotrimethylsilane catalyzed synthesis of 1,3-diphenyl-2-propenones and their antimicrobial activities

Ana C.F. Ribeiro

Luís M.P. Veríssimo

Abílio J.F.N. Sobral

Victor M.M. Lobo

Miguel A. Esteso

Effect of the mean distance of closest approach of ions on the diffusion coefficient calculations in aqueous solutions of silver salts

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COMPTES RENDUS
CHIMIE 


Editorial Board

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C. R. Chimie 16 (2013) 1–3
163
httpitorial
The steady progress of Comptes rendus Chimie in terms of
dership and impact is due to the remarkable contribu-
s of our authors and guest editors (of the special, theme
es) and they deserve our warmest thanks and con-
tulations for their commitment. The easy access to the
cles published in Comptes rendus Chimie through the
rnet portal ‘‘Science Direct’’ certainly accounts for the
siderable increase in the number of downloads, ca.
 000 in 2012. The impact factor of the journal has also
oyed a nice progression, being now above 1.8, its highest
r. Although these data may still be considered as modest,
y represent a very strong encouragement that we are
ased to share with you.
The theme issues published in 2012 have covered
ious fields: ‘‘Glycolipid chemistry at the European
el’’ (guest editors: Arnaud Haudrechy and Éric Hénon);
lyoxometalates, metal wires and other polymetallic
plexes: Structure, properties, theoretical modelling’’;
tribute to Marie-Madeleine Rohmer’’ (Marc Bénard),
story of chemistry’’ (Yves Jeannin), and ‘‘Inorganic
lecular materials’’ (Marius Andruh). It has been a real
asure to work with our guest editors and we congratu-
 them for their efforts in collecting so many excellent
tributions. We encourage all of you to also contribute to
 success of Comptes rendus Chimie by being the guest
tor of a thematic issue on a topic of your choice.
The broad coverage of Comptes rendus Chimie is also
arent from the lists of most accessed articles. The ‘‘Top
’’ most downloaded articles published in 2011 are:
Functionalisation of mesoporous silica nanoparticles
h 3-isocynatopropyltrichlorosilane
Malti, W.E.; Mongin, O.; Blanchard-Desce, M.; Raehm,
Durand, J.O.
C.R. Chimie, 14 (2011) 1055-1058
Mild and efficient protection of diol and carbonyls as
lic acetals catalysed by iron (III) chloride
Karame, I.; Alame, M.; Kanj, A.; Baydoun, G.N.;
imeh, H.; el Masri, M.; Christ, L.
C.R. Chimie, 14 (2011) 525-529
Green syntheses of biobased solvents
Bandres, M.; de Caro, P.; Thiebaud-Roux, S.; Borredon,
M.E.
C.R. Chimie, 14 (2011) 636-646
Synthetic biology, tinkering biology, and artificial
biology. What are we learning?
Benner, S.A.; Yang, Z.; Chen, F.
C.R. Chimie, 14 (2011) 372-387
Carbon dioxide conversion to dimethyl carbonate: The
effect of silica as support for SnO2 and ZrO2 catalysts
Ballivet-Tkatchenko, D.; dos Santos, J.H.Z.; Philippot, K.;
Vasireddy, S.
C.R. Chimie, 14 (2011) 780-785
Challenges in the directed evolution of stereoselective
enzymes for use in organic chemistry
Reetz, M.T.; Krebs, G.P.L.
C.R. Chimie, 14 (2011) 811-818
Lithium tetrafluoroborate catalyzed highly efficient
inter- and intramolecular aza-Michael addition with
aromatic amines
Lad, U.P.; Kulkarni, M.A.; Desai, U.V.; Wadgaonkar, P.P.
C.R. Chimie, 14 (2011) 1059-1064
Squaric acid as an impressive organocatalyst for
Michael addition in water
Azizi, N.; Saki, E.; Edrisi, M.
C.R. Chimie, 14 (2011) 973-977
One-pot multi-component synthesis of polyhydroqui-
nolines at ambient temperature
Undale, K.A.; Shaikh, T.S.; Gaikwad, D.S.; Pore, D.M.
C.R. Chimie, 14 (2011) 511-515
Brønsted acidic ionic liquids promoted cycloconden-
sation reaction: Synthesis of 1,8-dioxo-octahydrox-
anthene
Salvi, P.P.; Mandhare, A.M.; Sartape, A.S.; Pawar, D.K.;
Han, S.H.; Kolekar, S.S.
C.R. Chimie, 14 (2011) 883-886
Contents lists available at SciVerse ScienceDirect
Comptes Rendus Chimie
ww w.s c ien c edi r ec t . c om1-0748/$ – see front matter  2013 Published by Elsevier Masson SAS on behalf of Académie des sciences.
://dx.doi.org/10.1016/j.crci.2013.02.010
Editorial / C. R. Chimie 16 (2013) 1–32Although the data are still incomplete at the time this
Editorial was written, the ‘‘Top ten’’ most downloaded
articles published in 2012 are:
Preparation of various xanthene derivatives over
sulfonic acid functionalized imidazolium salts (SAFIS) as
novel, highly efficient and reusable catalysts
Zolfigol, M.A.; Khakyzadeh, V.; Moosavi-Zare, A.R.; Zare,
A.; Azimi, S.B.; Asgari, Z.; Hasaninejad, A.
C.R. Chimie, 15 (2012) 719-736
Simultaneous removal of copper(II), lead(II), zinc(II)
and cadmium(II) from aqueous solutions by multi-walled
carbon nanotubes
Salam, M.A.; Al-Zhrani, G.; Kosa, S.A.
C.R. Chimie, 15 (2012) 398-408
Synthesis, spectroscopic characterization and photo-
physical study of dicyanomethylene-substituted squaraine
dyes
Pisoni, D.d.S.; Petzhold, C.L.; Abreu, M.P.d.; Rodem-
busch, F.S.; Campo, L.F.
C.R. Chimie, 15 (2012) 454-462
Antioxidant activity determination in Sencha and Gun
Powder green tea extracts with the application of
voltammetry and UV-VIS spectrophotometry
Masek, A.; Chrzescijanska, E.; Kosmalska, A.; Zaborski,
M.
C.R. Chimie, 15 (2012) 424-427
Catalytic stereoselective Mannich reaction under sol-
vent-free conditions
Azizi, N.; Baghi, R.; Batebi, E.; Bolourtchian, S.M.
C.R. Chimie, 15 (2012) 278-282
An appropriate one-pot synthesis of dihydropyrimidi-
nones catalyzed by heteropoly acid supported on zeolite:
An efficient and reusable catalyst for the Biginelli reaction
Moosavifar, M.
C.R. Chimie, 15 (2012) 444-447
Calix[4]arene-modified silica nanoparticles for the
potentiometric detection of iron (III) in aqueous solution
Becuwe, M.; Rouge, P.; Gervais, C.; Cailleu, D.; Courty,
M.; Dassonville-Klimpt, A.; Sonnet, P.; Baudrin, E.
C.R. Chimie, 15 (2012) 290-297
A novel method for the synthesis of tetrahydroben-
zo[a]-xanthen-11-one derivatives using cerium(III) chlo-
ride as a highly efficient catalyst
Kidwai, M.; Jahan, A.; Mishra, N.K.
C.R. Chimie, 15 (2012) 324-330
Highly selective oxidation of alcohols using MnO2/TiO2-
ZrO2 as a novel heterogeneous catalyst
Massah, A.R.; Kalbasi, R.J.; Azadi, M.
C.R. Chimie, 15 (2012) 448-453
l-Proline-catalysed one-pot synthesis of tetrahydro-
benzo[c]acridin-8(7H)-ones at room temperature
Poor Heravi, M.R.; Aghamohammadi, P.
C.R. Chimie, 15 (2012) 448-453
Furthermore, the ‘‘Top 5’’ most cited articles published
in 2010 are:
‘‘Chimie douce’’: A land of opportunities for the
designed construction of functional inorganic and hybrid
organic-inorganic nanomaterials
Sanchez C., Rozes L., Ribot F., Laberty-Robert C., Grosso
D., Sassoye C., Boissiere C., Nicole L.
C.R. Chimie, 13 (2010) 3
Use of ionic liquids in sol-gel; ionogels and applications
Vioux A., Viau L., Volland S., Le Bideau J.
C.R. Chimie, 13 (2010) 242
Functions of polymers in composite electrodes of
lithium ion batteries
Lestriez B.
C.R. Chimie, 13 (2010) 1341
Design of metal oxide nanoparticles: Control of size,
shape, crystalline structure and functionalization by
aqueous chemistry
Jolivet J.-P., Cassaignon S., Chaneac C., Chiche D.,
Durupthy O., Portehault D.
C.R. Chimie, 13 (2010) 40
Lanthanide-doped LiYF4 nanoparticles: Synthesis and
multicolor upconversion tuning
Wang J., Wang F., Xu J., Wang Y., Liu Y., Chen X., Chen H.,
Liu X.
C.R. Chimie, 13 (2010) 731
and the ‘‘Top 5’’ most cited articles published in 2011
are:
Cyclodextrins and their applications in aqueous-phase
metal-catalyzed reactions
Hapiot F., Ponchel A., Tilloy S., Monflier E.
C.R. Chimie, 14 (2011) 149-166
A propos of glycosyl cations and the mechanism of
chemical glycosylation
Bohe L., Crich D.
C.R. Chimie, 14 (2011) 3-16
Frustrated Lewis pairs: Reactions with dihydrogen and
other ‘‘small molecules’’
Erker G.
C.R. Chimie, 14 (2011) 831-841
Iron-oriented ethylene oligomerization and polymeri-
zation: The Iron Age or a flash in the pan
Xiao T., Zhang W., Lai J., Sun W.-H.
C.R. Chimie, 14 (2011) 851-855
Organized molecular systems as reaction media
Rico-Lattes I., Perez E., Franceschi-Messant S., Lattes A.
C.R. Chimie, 14 (2011) 700-715
We warmly thank retiring members of the Editorial
Board, Professors Vincenzo Balzani, Gilberte Chambaud,
Robin J. H. Clark, Robert H. Crabtree, Peter Day, François
Diederich, Yves Gnanou, John B. Goodenough, Achim
Müller and Michael Veith for their contributions and
efforts to develop the journal during the past few years,
as well as providing support. At the same time, we
are very pleased to welcome new members of the
Editorial Board, Professors Matthias Driess, Kim Dunbar,
Thomas Fässler, Alois Fürstner, François Gabbai, Pierre
Gra
Sch
staf
Chr
wh
has
num
dep
Editorial / C. R. Chimie 16 (2013) 1–3 3ndclaudon, Michael Grätzel, Régis Réau and Helmut
warz and we look forward to work with them.
We are most grateful to the editorial and production
f of Comptes rendus Chimie, in particular to Marie-
istine Brissot (scientific secretary) and Fatima Messadi,
ose dedication and help are invaluable. Their workload
 dramatically increased with the doubling of the
ber of submissions over the past three years.
The future development of Comptes rendus Chimie
ends on you! Please send your thoughts and suggestions
to me and help us to keep developing the journal to meet
your need.
I wish you all a happy and successful 2013 with exciting
chemistry to share with us in this Journal!
Pierre Braunstein
Université de Strasbourg, cs90032,
4, rue Blaise-Pascal, 67081 Strasbourg, France
E-mail address: braunstein@unistra.fr


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Morin hydrate as pro-ecological antioxidant and pigment for polyolefin polymers

Catalyst-free synthesis of functionalized dihydro-2-oxypyrroles by the reaction of enaminones and <i>N</i>,<i>N</i>′-bis(phenylmethylidene)phenylmethane

Application of highly sulfonated single-walled carbon nanotubes: An efficient heterogeneous catalyst for the one-pot synthesis of 14-aryl-14H-dibenzo[a,j]xanthenes under solvent-free conditions

Tungstate sulfuric acid as an efficient catalyst for the synthesis of benzoxazoles and benzothiazoles under solvent-free conditions

One-pot synthesis of 2-amino-3-cyanopyridine derivatives under solvent-free conditions

Corrigendum to “Quantum chemical analysis on hydrogenated Zn<sub>12</sub>O<sub>12</sub> nanoclusters” [C. R. Chimie 16 (2013) doi:10.1016/j.crci.2012.09.010]

Chlorotrimethylsilane catalyzed synthesis of 1,3-diphenyl-2-propenones and their antimicrobial activities

Effect of the mean distance of closest approach of ions on the diffusion coefficient calculations in aqueous solutions of silver salts

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