Synthesis and crystal structures of new complexes of di- and tribenzyltin 2-amino-1-cyclopentene-1-carbodithioates

Article abstract of DOI:10.1016/j.jorganchem.2005.11.060

Treatment of dibenzyltin dichloride with 1 equiv. of 2-amino-1- cyclopentene-1-carbodithioic acid (ACDA) gave Bz₂SnCl(ACDA) (1) that contains five coordinate tin. Reaction of 2 equiv. of ammonium 2-amino-1-cyclopentene-1-carbodithioic acid (AACD) with Bz₂SnCl ₂ and then recrystallization from THF produced Bz₂Sn(ACDA) ₂ ? THF 2 in which the coordination geometry around the Sn is highly distorted from octahedral. Bz₃Sn(ACDA) (3) was obtained from reaction of Bz₃SnCl with 1 equiv. of AACD. The crystal structure of 3 indicates a Sn-S′ interaction [3.0823(5) ?] that distorts the tin coordination geometry from that of an ideal tetrahedron. In 1-3 the tin atom is also coordinated to one carbon atom of each benzyl group. The products were characterized by IR and NMR (¹H, ¹³C, ¹¹⁹Sn) spectroscopy and elemental analysis.

Full text of DOI:10.1016/j.jorganchem.2005.11.060

Journal of Organometallic Chemistry 691 (2006) 1631–1636
www.elsevier.com/locate/jorganchem
Synthesis and crystal structures of new complexes of di- and
tribenzyltin 2-amino-1-cyclopentene-1-carbodithioates
a,
a
b
Abbas Tarassoli *, Ashrafolmolouk Asadi , Peter B. Hitchcock
a
Department of Chemistry, Faculty of Science, Shahid Chamran University, Ahvaz, Iran
School of Chemistry, Physics and Environmental Science, University of Sussex, Brighton BN1 9QJ, UK
b
Received 24 November 2005; accepted 24 November 2005
Available online 27 January 2006
Abstract
Treatment of dibenzyltin dichloride with 1 equiv. of 2-amino-1-cyclopentene-1-carbodithioic acid (ACDA) gave Bz2SnCl(ACDA) (1)
that contains five coordinate tin. Reaction of 2 equiv. of ammonium 2-amino-1-cyclopentene-1-carbodithioic acid (AACD) with
Bz2SnCl2 and then recrystallization from THF produced Bz2Sn(ACDA)2 Æ THF 2 in which the coordination geometry around the Sn
is highly distorted from octahedral. Bz3Sn(ACDA) (3) was obtained from reaction of Bz3SnCl with 1 equiv. of AACD. The crystal struc-
0
˚
ture of 3 indicates a Sn–S interaction [3.0823(5) A] that distorts the tin coordination geometry from that of an ideal tetrahedron. In 1–3
the tin atom is also coordinated to one carbon atom of each benzyl group. The products were characterized by IR and NMR (1H, 13C,
119Sn) spectroscopy and elemental analysis.
ꢀ 2005 Elsevier B.V. All rights reserved.
Keywords: Tin complexes; Organotin(IV) compounds; Dithiocarboxylato ligands; Crystal structures; Coordination number
1. Introduction
may appear ambiguous [10]. Triorganotin derivatives of
bidentate ligands are reported to have tetragonal [11] or tri-
gonal bipyramidal (Tbp) [12] geometry depending upon the
nature of organo-group as well as the electronegativity of
the atoms attached with central tin atom. Replacement of
one of the organo-groups by more electronegative atom,
e.g., Cl leads to the Tbp geometry around tin [13,14]. For
diorganotin bis(1,1-dithiolates) four crystal structures have
been reported [15].
Increasing industrial use of organotin(IV) compounds
containing an Sn–S bond, especially as stabilizers of poly-
vinyl chlorides [1] and recognition of the importance of this
bond for the biological properties of organotin compounds
[2], have together spurred on the study of thiolates of tin
[3]. Therefore, interest in ACDA complexes of organotin
species arises in part because of their remarkable diversity
in structures as well as because of their probable antitu-
moral activities and industrial uses [4–7].
The presence of competing reactive centers in ACDA
adds to the interest in the study of such a sulfur–nitrogen
containing ligand [8]. Chelating agents, which are akin to
this type of ligands would have tendency to exhibit ambid-
entate nature. The ligands may act in monodentate fashion,
fully or partially bidentate and even bridging as well as
bidentate [9], so that the coordination number of metal
In this paper, we report our observation on di- and tri-
benzyltin(IV) complexes with ACDA in which ACDA
behaves as a (S, S) donor anisobidentate ligand. We
describe the synthesis and crystal structure of
Bz2SnCl(ACDA) (1) in which the Sn atom is in a distorted
trigonal dipyramid environment. Examples of structurally
studied pentadentate diorganotin complexes of the type
R2ClSnS2C are limited. In some of these complexes the
Sn atom is asymmetrically bonded to the two S atoms with
˚
an average difference in the Sn–S bond lengths of 0.3 A
*
[16], similar to what observed in 1. The synthesis and crys-
tal structure of Bz2Sn(ACDA)2 (2) are also reported. This
Corresponding author. Tel.: +98 611 3331042; fax: +98 611 3337009.
E-mail address: tarassoli_a@cua.ac.ir (A. Tarassoli).
0022-328X/$ - see front matter ꢀ 2005 Elsevier B.V. All rights reserved.
doi:10.1016/j.jorganchem.2005.11.060

1632
A. Tarassoli et al. / Journal of Organometallic Chemistry 691 (2006) 1631–1636
Table 1
Summary of crystal data for 1–3
Bz2SnCl(ACDA) 1
20H22ClNS2Sn
494.65
0.3 · 0.3 · 0.2
0.71073
Bz2Sn(ACDA)2
2
Bz3Sn(ACDA) 3
Empirical formula
Formula weight
C
C26H30N2S4Sn Æ C4H8O
689.55
0.20 · 0.10 · 0.05
0.71073
C27H29NS2Sn
550.32
0.3 · 0.3 · 0.3
0.71073
Crystal size (mm3)
˚
Wavelength (A)
Crystal system
Space group
a (A)
Monoclinic
P21/C (no. 14)
18.4613(4)
11.2587(3)
20.4525(4)
90
95.502
90
8
Monoclinic
P21/C (no. 14)
13.0498(4)
11.8810(4)
20.4455(5)
90
98.928(2)
90
4
Triclinic
ꢀ
P1 (no. 2)
˚
8.8579(3)
10.0472(4)
15.2369(6)
96.556(2)
95.891(2)
109.521(2)
2
˚
b (A)
˚
c (A)
a (ꢁ)
b (ꢁ)
c (ꢁ)
Z
3
˚
V (A )
4231.5(2)
1.53
3131.6(2)
1.11
1255.03(8)
1.20
l (mmꢁ1
)
h Range (ꢁ)
Index range
3.71–30.03
ꢁ25 6 h 6 22
ꢁ10 6 k 6 15
ꢁ28 6 l 6 26
24829
3.78–30.04
ꢁ18 6 h 6 16
ꢁ13 6 k 6 16
ꢁ23 6 l 6 28
22937
3.75–30.02
ꢁ12 6 1 6 12
ꢁ14 6 k 6 12
ꢁ21 6 l 6 17
11118
Number of reflections collected
Number of unique reflections [Rint
Number of reflections with I > 2r(I)
R1, wR2 (I > 2r(I))
]
12164 [0.048]
8815
0.039, 0.094
0.065, 0.107
12164/0/451
1.039
9116 [0.054]
6472
0.042, 0.079
0.073, 0.089
9116/0/359
1.028
7253 [0.039]
6702
0.027, 0.073
0.031, 0.075
7253/0/288
1.174
(all data)
Number of data/restraints/parameters
GOF on F2
compound contains two bidentate dithioate ligands giving
rise to a distorted octahedral geometry around the Sn
atom. We also report the synthesis and crystal structure
of Bz3Sn(ACDA) (3) in which due to the presence of the
second S atom, the tin coordination geometry is highly dis-
torted from tetrahedral (see Table 1).
m(Sn–Cl). The band due to masym CSS at ꢀ900 cmꢁ1 of the
ligand spectra is used in distinguishing the type of sulfur
bonding to tin center [19]. It is symmetrically split for 3 indi-
cating the unidentate mode of chelation, but the presence of
asymmetrically split bands for 1 and 2 confirm the unequal
involvement of the two S atoms in the complexation.
2. Results and discussion
2.3. NMR spectra
1
2.1. Synthesis
A comparison of H NMR spectrum of 1 with that of
ACDA shows the disappearance of the signal for the –
SH proton upon formation of Sn–S bond. In the spectrum
of ACDA, two broad signals assigned to the –NH2 protons
are observed at 6.1 and 11.2 ppm, indicating the non-equiv-
alence of these protons because of the involvement of one
of them in the (NHAS@) hydrogen bond. In the spectra
of the complexes one of the two signals (6.1 ppm) appears
almost in the same region while the second signal shifts
upfield. This shift may be ascribed to weakening of the
hydrogen bond on complexation. The positions of the sig-
nals assigned to CH2(3), CH2(4) and CH2(5) do not show
significant shifts.
The complex Bz2SnCl(ACDA) (1) was obtained from
reaction of Bz2SnCl2 with 1 equiv. of 2-amino-1-cyclopen-
tene-1-carbodithioic acid (ACDA) in MeOH. When
Bz2SnCl2 was treated with 2 equiv. of ACDA, again only
mono-substitution occurred, while treatment of the former
with 2 equiv. of the ammonium salt of ACDA, ammonium
2-amino-1-cyclopentene-1-carbodithioic acid (AACD), in
CH2Cl2 and then recrystallization from THF led to
Bz2Sn(ACDA)2 Æ THF 2. Similarly, Bz3SnCl reacted with
one mole proportion of AACD to give Bz3Sn(ACDA) (3)
(see Scheme 1).
Unfortunately, because of the low solubility of 1 and 2
in common solvents, for these compounds 13C and 119Sn
NMR spectra could not be obtained. In the 13C NMR
spectrum of 3, chemical shifts are very similar to those of
the ligands. The small shifts in the position of C(6) is con-
sidered due to the deshielding of this carbon upon deproto-
nation of the thiol group and coordination through the
other sulfur atom.
2.2. Vibrational spectra
The IR spectrum of ACDA exhibits a weak intensity
band at ꢀ2550 cmꢁ1 due to m(S–H) which is missing in the
spectrum of 1, but a new band in the range 360–345 cmꢁ1
assigned to m(Sn–S) is seen in the spectra of all the products.
An additional band in ꢀ280 cmꢁ1 for 1 may be assigned to

A. Tarassoli et al. / Journal of Organometallic Chemistry 691 (2006) 1631–1636
1633
NH2
NH2
S
S
2
1
3
4
6
SR + Bz SnCl4
-n
SnBz Cl4-n-m
S
n
n
m
5
m
R= H: ACDA
R= NH4: AACD
1: m= 1, n= 2
2: m= 2, n= 2
3: m= 1, n= 3
Scheme 1.
The 119Sn NMR spectrum of 3 shows a sharp signal at
ꢁ36.151 ppm that is consistent with the presence of four-
coordinate organotin(IV) dithioate species for which a
range of 144 to ꢁ120 ppm was previously reported [7,20].
the Sn atom is pentacoordinated distorted trigonal bipyra-
mid with two benzylic carbon atoms and S(1) in the equa-
torial plane. As in all similar molecules, the chloride ion
occupies an axial position [7,16,21,22], while the other api-
cal position is occupied by S(2) atom. The sum of the
ligand–Sn–ligand angles in the trigonal girdle of the com-
pound is 357.17ꢁ instead of the ideal 360ꢁ. The Sn–S(2)
bond is markedly elongated compared to the Sn–S(1) bond.
This makes the dithioate coordination unsymmetrical.
Because of being part of a chelate, the atom S(2) cannot
occupy exactly the corresponding trans axial position, the
angle Cl–Sn–S(2) being 158.92ꢁ (3) and also the angle
S(1)–Sn–S(2) is not 90ꢁ but only 69.15(2)ꢁ. While the C–
Sn–C in the equatorial plane for most of carbodithioate
complexes with tin is about 125–128ꢁ, similar to
Me2SnCl[SCH2CH(NH2)CO2Et [21], in 1 this angle is only
119.99(15)ꢁ. In 1 there are an intramolecular hydrogen
bond between one of the two proton atoms of NH2 and
S(2) and an intermolecular hydrogen bond between the
other NH2 proton and Cl of neighboring molecule [x,
ꢁy + 1.5, z + 0.5].
2.4. Description of the crystal structures
2.4.1. Crystal structure of Bz2SnCl(ACDA) (1)
For compound 1, the selected bond lengths and bond
angles are given in Table 2. The unit cell contains two inde-
pendent molecules that show only minor differences.
Atomic numbering scheme and a view of one of the two
molecules are represented in Fig. 1. The geometry around
Table 2
˚
Selected bond lengths (A) and bond angles (ꢁ) for 1
Sn–C(14)
Sn–S(1)
S(1)–C(1)
NH(1)–S(2)
Sn–Cl
2.148(3)
2.4446(8)
1.754(3)
2.40
Sn–C(7)
Sn–S(2)
S(2)–C(1)
NH(2)–Cl
2.156(3)
2.7465(8)
1.721(3)
2.59
2.4652(8)
C(14)–Sn–C(7)
C(7)–Sn–S(1)
C(7)–Sn–Cl
C(14)–Sn–S(2)
S(1)–Sn–S(2)
C(1)–S(1)–Sn
C(8)–C(7)–Sn
N–H(1)–S(2)
119.99(15)
120.17(9)
95.38(10)
89.69(9)
69.15(2)
91.50(10)
107.5(2)
134
C(14)–Sn–S(1)
C(14)–Sn–Cl
S(1)–Sn–Cl
C(7)–Sn–S(2)
Cl–Sn–S(2)
C(1)–S(2)–Sn
C(15)–C(14)–Sn
N–H(2)–Cl
117.01(11)
101.55(9)
89.81(3)
94.26(10)
158.92(3)
82.50(10)
118.6(2)
151
2.4.2. Crystal structure of Bz2Sn(ACDA)2 Æ THF (2)
Relevant bond lengths and bond angles are given in
Table 3. A view of the molecule including numbering
scheme is shown in Fig. 2. The crystals of 2 contain a mol-
ecule of THF from which it was recystallized. The dithioate
ligands are coordinated asymmetrically with short Sn–S(1)
˚
˚
[2.5082(8) A] and Sn–S(3) [2.5006(7) A] and long Sn–S(2)
˚
˚
[3.1001(8) A] and Sn–S(4) [2.9530(8) A] distances. The long
Table 3
˚
Selected bond lengths (A) and bond angles (ꢁ) for 2
Sn–S(1)
Sn–S(3)
Sn–C(13)
S(1)–C(1)
S(3)–C(7)
N(1)H(1)–S(2)
N(1)H(2)–O(1)
2.5082(8)
2.5006(7)
2.166(3)
1.759(3)
1.757(3)
2.29
Sn–S(2)
Sn–S(4)
Sn–C(20)
S(2)–C(1)
S(4)–C(7)
N(2)H(2)–S(4)
3.1001(8)
2.9530(8)
2.169(3)
1.703(3)
1.704(3)
2.34
1.99
C(13)–Sn–C(20)
C(13)–Sn–S(3)
C(13)–Sn–S(1)
C(1)–S(1)–Sn
Sn–C(13)–C(14)
S(2)–Sn–S(4)
130.64(11)
113.85(9)
104.50(8)
98.72(10)
113.33(19)
149.81(2)
139
S(3)–Sn–S(1)
82.89(2)
105.43(8)
109.03(8)
95.74(10)
116.26(18)
173
C(20)–Sn–S(3)
C(20)–Sn–S(1)
C(7)–S(3)–Sn
Sn–C(20)–C(21)
N(1)–H(2)–O(1)
N(2)–H(2)–S(4)
N(1)–H(1)–S(2)
137
Fig. 1. Crystal structure of Bz2SnCl(ACDA) (1).

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A. Tarassoli et al. / Journal of Organometallic Chemistry 691 (2006) 1631–1636
Fig. 2. Crystal structure of Bz2Sn(ACDA)2 Æ THF (2).
Sn–S distances are significantly less than the sum of the van
tin atom. Electronic and steric arguments have also been
invoked to account for the distortion of similar structures
from regular octahedral geometry. The geometry and bond
lengths of the SnC2S4 core are comparable with those
observed for most other octahedral complexes, however,
different from [tBu2Sn(IV)]2+ ethylene bis-dtc and
Ph2Sn(S2CNEt2)2 complexes [15,20,22–24].
˚
der Waals radii (4.0 A), and the coordination number of tin
is assigned as six. The overall geometry at tin is, however,
highly distorted from trans octahedral: the C–Sn–C angle is
only 130.64 which is intermediate between cis and trans, the
tin and four S atoms of the ligands are nearly coplanar but
distorted from square-planar geometry, so that Sn–S(2) is
˚
about 0.05 A longer than Sn–S(4) and also while cis S(1)-
Sn–S(3) angle is only 82.89(2)ꢁ, the cis S(2)–Sn–S(4) is
149.81(2)ꢁ. In both anisobidentate ligands each shorter
tin-sulfur bond is associated with a longer carbon–sulfur
bond and vice versa; this is in consonance with the bonding
asymmetry of the ligands. The bond angles subtended at
the tin atom by the methylene carbons and S(1) and S(3)
atoms range from 104.50(8)ꢁ to 113.85(9)ꢁ demonstrating
that the tin–carbon bonds are bent toward the longer
tin–sulfur bonds. This is obviously a consequence of repul-
sion between the bonding electron pairs around the central
2.4.3. Crystal structure of Bz3Sn(ACDA) (3)
A perspective view of 3 is shown in Fig. 3 and selected
bond lengths and bond angles are listed in Table 4. Similar
to 1 and 2, in 3 the Sn atom is asymmetrically bonded to
the two S atoms, however, with a difference in the Sn–S
˚
bond lengths of 0.6203 A. Sn–S(1) bond length is close to
˚
the sum of the covalent radii of tin and sulfur (2.42 A),
while the Sn–S(2) may be considered as a weak coordina-
tive bond. Thus, the complex contains essentially four-
coordinate tin, but with wide distortion from the normal
Fig. 3. Crystal structure of Bz3Sn(ACDA) 3.

A. Tarassoli et al. / Journal of Organometallic Chemistry 691 (2006) 1631–1636
1635
(10 cm3). The mixture was stirred for 2 h, during which
time an orange precipitate was gradually formed which
then was filtered off, washed with methanol and recrystal-
lized from THF at ꢁ20 ꢁC to give yellow plates, m.p.
164–166 ꢁC. Yield: 0.38 g (55%). Anal. Calc. for
C26H30N2S4Sn Æ C4H8O: C, 52.25; H, 5.55; N, 4.09. Found:
Table 4
Selected bond lengths (A) and bond angles (ꢁ) for 3
˚
Sn–S(1)
2.4620(5)
2.165(2)
2.197(2)
1.698(2)
Sn–S(2)
Sn–C(14)
S(1)–C(1)
3.0823(5)
2.169(2)
1.761(2)
Sn–C(7)
Sn–C(21)
S(2)–C(1)
C, 52.04; H, 5.48; N, 4.09%. 1HNMR:
d
1.86
C(7)–Sn–C(14)
C(14)–Sn–C(21)
C(14)–Sn–S(1)
C(1)–S(1)–Sn
C(15)–C(14)–Sn
S(1)–C(1)–S(2)
119.63(9)
C(7)–Sn–C(21)
C(7)–Sn–S(1)
C(21)–Sn–S(1)
C(8)–C(7)–Sn
C(22)–C(21)–Sn
104.08(8)
113.82(7)
96.40(6)
115.80(13)
110.49(13)
108.78(8)
111.07(6)
98.57
112.54(13)
118.39(11)
(3JHH = 7.34 Hz, 4H, quintet, H(4)), 2.65 (3JHH = 7.70 Hz,
4H, t, H(3)), 2.80 (3JHH = 7.01 Hz, 4H, t, H(5)), 3.33
(2J119SnH = 85.87 Hz, 4H, s, CH2–Ph), 5.81 and 9.74 (1H,
s, –NH2), 6.97–7.25 (10H, m, aromatic-H).
3.4. Synthesis of Bz3Sn(ACDA) (3)
tetrahedral environment. Wide variations in C–Sn–C
[104.08(8)–119.63(9)ꢁ] and S–Sn–C angles [96.40(6)–
113.82(7)ꢁ] are seen which show the significance of devia-
tions from the tetrahedral value. In this molecule C(21) lies
adjacent to the coordinated sulfur atom (S(1)). The Sn–C
bond distances are close to those of triphenyltin dithiocar-
bamates [3,25].
To a solution of Bz3SnCl (0.970 g, 2.27 mmol) in
CH2Cl2 (10 cm3), a solution of AACD (0.400 g, 2.27 mmol)
in methanol (30 cm3) was added and the mixture was stir-
red for 18 h. The solution, which its volume was reduced
to 20 cm3, then was kept at ꢁ4 ꢁC to give yellow hexagonal
plates, m.p. 90 ꢁC. Yield: 0.9 g (72%). Anal. Calc. for
C27H29NS2Sn: C, 58.92; H, 5.31; N, 2.55. Found: C,
58.37; H, 5.33; N, 2.63%. 1HNMR: d 1.78 (3JHH = 7.34 Hz,
2H, quintet, H(4)), 2.58 (3JHH = 7.77 Hz, 2H, t, H(3)), 2.60
(2J119SnH = 66.85 Hz, 6H, s, CH2–Ph), 2.87 (3JHH = 7.41,
H, t, H(5)), 5.88 and 10.34 (1H, s, –NH2), 6.78
(3JHH = 7.32 Hz, 6H, d, o-H), 7.00 (3JHH = 7.12 Hz, 3H,
t, p-H), 7.14 (3JHH = 7.57 Hz, 6H, t, m-H). 13CNMR: d
19.4 (C(4)), 25.1 (1J119SnC = 301.1 Hz, 1J117SnC = 287.7 Hz,
CH2–Ph), 35.7 (C(3)), 36.9 (C(5)), 120.8 (C(1)), 123.9
(4JSnC = 21.01 Hz, m-C), 127.9 (5JSnC = 30.1 Hz, p-C),
128.4 (3JSnC = 17.1 Hz, m-C), 140.8 (2JSnC = 40.26 Hz, i-
C), 168.0 (C(2)), 204.6 (C(6)), 119Sn NMR: d ꢁ36.151 ppm.
3. Experimental
3.1. General procedure
Starting materials were purchased from commercial
sources and used without further purification, except for
benzyl chloride and triethylamine, which were distilled at
63 ꢁC/8 mm Hg and 89 ꢁC, respectively, before use.
ACDA, AACD [17], di- and tribenzyltin chlorides [18] were
prepared using the literature methods. IR spectra were
obtained on FT BOMEM MB 102 or SHIMADZU IR-
1
470 infrared spectrophotometers from KBr disks. H, 13C
and 119Sn NMR spectra were recorded with a Bruker
DRX500 AVANCE spectrometer.
3.5. X-ray crystallography
Data were collected on kappa CDD diffractometer at
173 K by use of Mo Ka radiation and the structures were
solved by direct methods. Further details are given in Table
1. Full-matrix least-squares against F2 (SHELXL-97) was
used for refinement with non-H atoms isotropic and H
atoms in riding mode anisotropic.
3.2. Synthesis of Bz2SnCl(ACDA) (1)
A solution of ACDA (0.400 g, 2.52 mmol) in methanol
(10 cm3) was added dropwise to a solution of Bz2SnCl2
(0936 g, 2.52 mmol) in the same solvent (10 cm3). A crystal-
line pale yellow precipitate was formed gradually which
was filtered off, washed with methanol and recrystallized
from methanol to give yellow plates, m.p. 154–156 ꢁC.
Yield: 1.1 g (88%). Anal. Calc. for C20H22ClNS2Sn: C,
48.56; H, 4.48; N, 2.83. Found: C, 48.28; H, 4.55; N,
2.82%. 1HNMR: d 1.86 (3JHH = 7.37 Hz, 2H, quintet,
H(4)), 2.69 (3JHH = 7.73 Hz, 2H, t, H(3)), 2.76
(3JHH = 7.21 Hz, 2H, t, H(5)), 3.11 (2J119SnH = 86.27 Hz,
4H, s, CH2–Ph), 6.25 and 8.71 (1H, s, –NH2), 7.02–7.32
(10H, m, aromatic-H).
4. Supplementary data
Crystallographic data for the structural analysis have
been deposited with the Cambridge Crystallographic
Data Center, CCDC Nos. 167034 (1), 167035 (2) and
167036 (3). Copies of the data may be obtained free of
charge from The Director, CCDC, 12 Union Road,
Cambridge CB2 1EZ, UK (fax: +44 1223 336033; e-mail:
deposit@ccdc.cam.ac.uk or www: http://www.ccdc.
cam.ac.uk).
3.3. Synthesis of Bz2Sn(ACDA) (2)
Acknowledgments
AACD (0400 g, 2.27 mmol) was dissolved in warm
methanol (10 cm3) and the resultant solution was added
to a solution of Bz2SnCl2 (0.420 g, 1.13 mmol) in methanol
The authors thank Professor Colin Eaborn and Dr. J.
David Smith for helpful discussions. Support of this work

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A. Tarassoli et al. / Journal of Organometallic Chemistry 691 (2006) 1631–1636
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