Synthesis of bridging carbyne butterfly Fe/Se cluster complexes via reaction of complex anions [(μ-RSe)(μ-CO)Fe2 (CO)6]-Crystal structure of (μ-EtOC)(μ-p-MeC6H4Se)Fe2 (CO)6

Article abstract of DOI:10.1016/S0022-328X(03)00285-7

A series of bridging carbyne butterfly Fe/Se cluster complexes (μ-EtOC)(μ-RSe)Fe₂(CO)₆ (2-8: R= p -MeC₆H₄, m-MeC₆H₄, o-MeC₆H₄, α-C₁₀H₇, p -MeOC₆H₄, p-BrC₆H₄, p-ClC₆H₄) have been synthesized by in situ reaction of the [Et₃ NH]⁺ salts of anions [(μ-RSe)(μ-CO)Fe₂ (CO)₆]^- (1) with electrophile Et₃OBF₄ in benzene at room temperature. Products 2-8 are new and have been characterized by elemental analysis, and IR, ¹H- and ¹³C-NMR spectroscopy, as well as by X-ray diffraction analysis. The ¹H- and ¹³C-NMR spectra indicated that 2-8 in solution consist of two isomers R(a) and R(e), whereas the X-ray diffraction analysis revealed that the single crystal of 2 (R=p-MeC₆H₄) is composed of one isomer R(a). 2 is the first structurally characterized complex synthesized by reaction of anions 1 with Et₃OBF₄, which strongly supports the view of anions 1 being O-centered anions in such a type of reactions.

Full text of DOI:10.1016/S0022-328X(03)00285-7

Journal of Organometallic Chemistry 676 (2003) 80Á84
/
www.elsevier.com/locate/jorganchem
Synthesis of bridging carbyne butterfly Fe/Se cluster complexes via
reaction of complex anions [(m-RSe)(m-CO)Fe2(CO)6]ꢀ
Crystal structure of (m-EtOC)(m-p-MeC6H4Se)Fe2(CO)6
Li-Cheng Song a,*, Yi Sun a, Qing-Mei Hu a,b, Yang Liu a
a Department of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, PR China
b Laboratory of Organometallic Chemistry, Chinese Academy of Sciences, Shanghai 20032, PR China
Received 30 January 2003; received in revised form 27 February 2003; accepted 20 March 2003
Abstract
A series of bridging carbyne butterfly Fe/Se cluster complexes (m-EtOC)(m-RSe)Fe2(CO)6 (2Á
MeC6H4, a-C10H7, p-MeOC6H4, p-BrC6H4, p-ClC6H4) have been synthesized by in situ reaction of the [Et3NH]ꢂ salts of anions
[(m-RSe)(m-CO)Fe2(CO)6]ꢀ (1) with electrophile Et3OBF4 in benzene at room temperature. Products 2Á
8 are new and have been
characterized by elemental analysis, and IR, 1H- and 13C-NMR spectroscopy, as well as by X-ray diffraction analysis. The 1H- and
13C-NMR spectra indicated that 2Á
8 in solution consist of two isomers R(a) and R(e), whereas the X-ray diffraction analysis
revealed that the single crystal of 2 (Rꢁp-MeC6H4) is composed of one isomer R(a). 2 is the first structurally characterized complex
/
8: Rꢁ/p-MeC6H4, m-MeC6H4, o-
/
/
/
synthesized by reaction of anions 1 with Et3OBF4, which strongly supports the view of anions 1 being O-centered anions in such a
type of reactions.
# 2003 Elsevier Science B.V. All rights reserved.
Keywords: Selenium; Iron; CO-bridged anions; Bridged carbyne; X-ray structures
1. Introduction
Previous studies [1Á
atom of 1a followed by replacing the m-CO ligand to
give the corresponding Fe/Se cluster complexes or they
may attack at the negatively charged oxygen atom of 1b
to afford O-alkylated bridging carbyne complexes. In
fact, as previously indicated, the electrophiles usually
attack the negatively charged Fe atom to give the
/
11] have indicated that anions [(m-
RSe)(m-CO)Fe2(CO)6]ꢀ (1), similar to their sulfur
analogues [(m-RS)(m-CO)Fe2(CO)6]ꢀ, may display am-
bident chemical reactivity in their reactions with elec-
trophiles, which can be readily understood upon
consideration of the two resonance structures: Fe-
centered anions 1a and O-centered anions 1b (Scheme
1).
expected Fe/Se cluster complexes [1Á
wish to report the synthesis of new O-alkylated bridging
carbyne complexes (m-EtOC)(m-RSe)Fe2(CO)6 (2Á8:
Rꢁp, m or o-MeC6H4, a-C10H7, p-MeOC6H4, p-
/11]. Now, we
/
/
BrC6H4, p-ClC6H4), which were produced by attack of
the ethyl cation derived from electrophile Et3OBF4 at
the negatively charged oxygen of 1b. In addition, the
first crystal molecular structure for the complexes
derived from reaction of anions 1 and Et3OBF4 is also
reported, which strongly supports that anions 1 and
their sulfur analogues may act as O-centered anions in
the reactions with electrophile Et3OBF4 under given
conditions.
As shown in Scheme 1, 1a contains a normal m-CO
ligand while 1b has a deprotonated hydroxy carbyne.
So, in terms of the ambident reactivity of anions 1, the
electrophiles may attack at the negatively charged Fe
* Corresponding author. Tel.:
23504853.
E-mail address: lcsong@public.tpt.tj.cn (L.-C. Song).
ꢂ
/
86-22-23504452; fax:
ꢂ/86-22-
0022-328X/03/$ - see front matter # 2003 Elsevier Science B.V. All rights reserved.
doi:10.1016/S0022-328X(03)00285-7

L.-C. Song et al. / Journal of Organometallic Chemistry 676 (2003) 80Á
/84
81
Scheme 1.
Scheme 3.
2. Results and discussion
strated by the low field resonance of 388Á
/377 ppm,
which is in agreement with dc of the bridging carbyne
ligand of other carbyne complexes reported previously
2.1. Reaction of [(m-RSe)(m-CO)Fe2(CO)6]ꢀ (1) with
Et3OBF4 leading to (m-EtOC) (m-RSe)Fe2(CO)6 (2Á8;
Rꢁp, m or o-MeC6H4, a-C10H7, p-MeOC6H4, p-
BrC6H4, p-ClC6H4)
/
by other workers [13Á/20]. In addition, the two singlets
/
appeared in the low field for the carbyne C of 2Á
/8 are
consistent with the fact that each of the complexes has
two isomers of R(a) and R(e) (Scheme 3).
We found that the [Et3NH]ꢂ salts of anions 1,
prepared from RSeH, Fe3(CO)12 and Et3N in benzene
[5], reacted in situ with ca. an equivalent of Et3OBF4 at
room temperature to give a series of bridging carbyne
2.2. Crystal structure of 2
To confirm the structures of the bridging carbyne
butterfly Fe/Se cluster complexes 2Á/8 (Scheme 2).
butterfly Fe/Se cluster complexes 2Á8 generated from
/
Products 2Á8 can be simply regarded as produced by
/
the resonance structure of 1b, we carried out a single-
crystal X-ray diffraction study on molecular structure of
2. The ORTEP drawing of this molecular structure is
shown in Fig. 1, whereas Table 1 lists its selected bond
lengths and angles.
As can be seen in Fig. 1, complex 2 consists of a
butterfly cluster core Fe(1)Fe(2)C(7)Se(1), two sets of
three CO’s attached to Fe(1) and Fe(2), and two
substituents EtO and p-MeC6H4 bound to C(7) and
alkylation of the negatively charged oxygen atom of the
resonance hybrid 1b with ethyl cation Etꢂ generated in
situ from electrophile Et3OBF4. These products have
been fully characterized by elemental analysis, and IR,
1H- and 13C-NMR spectroscopy, as well as by X-ray
diffraction analysis for one representative product. For
example, the IR spectra of 2Á
/
8 showed several absorp-
1950 cmꢀ1 for their
terminal carbonyls and one absorption band in the
tion bands in the range 2068Á
/
region 1300Á
/
1296 cmꢀ1 for their ether functionalities in
1
carbyne ligands, whereas the H-NMR spectra of 2Á
/
8
exhibited signals assignable to all the hydrogen-contain-
ing organic groups. However, it is worth pointing out
that the ethyl group showed two sets of signals: one set
of signals includes one broad singlet (for 4, a triplet) at
ca. 1.3 ppm assigned to CH3 of the ethyl group and one
broad singlet (for 4, a quartet) at ca. 4.5 ppm assigned to
CH2 of the ethyl group, whereas the other set of signals
contains one broad singlet (for 4, a triplet) at ca. 1.6
ppm attributed to CH3 and one broad singlet (for 4, a
quartet) at ca. 4.9 ppm attributed to CH2. This is
consistent with that products 2Á8 each consist of two
/
isomers in which the substituent R is attached to the
bridged Se atom by an axial or equatorial bond [12]
(Scheme 3). It is also worth pointing out that the 13C-
Fig. 1. Molecular structure of 2 showing the atom labeling scheme.
NMR spectra of m-carbyne carbon of 2Á
/
8 was demon-
Scheme 2.

82
L.-C. Song et al. / Journal of Organometallic Chemistry 676 (2003) 80Á84
/
Table 1
Melting points were determined on a Yanaco MP-500
apparatus and were uncorrected.
˚
Selected bond lengths (A) and angles (8) for 2
Bond lengths
3.1. Preparation of (m-EtOC)(m-p-
MeC6H4Se)Fe2(CO)6(2)
Fe(1)Ã
Fe(1)Ã
C(7)Ã
/
C(7)
1.843(10)
2.513(4)
1.307(11)
Fe(1)Ã
Fe(2)Ã
O(7)Ã
/
Se(1)
2.390(3)
2.438(3)
1.489(13)
/Fe(2)
/Se(1)
/
O(7)
/
C(8)
A 100 ml two-necked flask equipped with a magnetic
stir bar, a N2 inlet tube, and a serum cap was charged
with 0.504 g (1.0 mmol) of Fe3(CO)12, 0.188 g (1.1
mmol) of p-MeC6H4SeH, 30 ml of benzene, and 0.17 ml
(1.2 mmol) of Et3N. The mixture was stirred at room
Bond angles
C(7)ÃFe(1)Ã
C(7)ÃFe(2)Ã
Fe(1)ÃSe(1)Ã
O(7)ÃC(7)Ã
C(7)ÃO(7)Ã
/
/
Fe(2)
46.2(3)
47.1(3)
Se(1)Ã
Se(1)Ã
C(7)Ã
Fe(2)ÃC(7)Ã
C(7)ÃFe(1)Ã
/
Fe(1)Ã
/
Fe(2)
59.58(6)
57.70(9)
141.4(8)
86.7(4)
/
/Fe(1)
/
Fe(2)Ã
/Fe(1)
/
/Fe(2)
62.72(10) O(7)Ã
131.2(8)
/
/Fe(2)
/
/
Fe(1)
/
/Fe(1)
/
/
C(8)
118.0(8)
/
/Se(1)
82.1(3)
temperature (r.t.) for ca. 20 min to give a redÁbrown
/
solution containing [Et3NH][(m-p-MeC6H4Se)(m-CO)-
Fe2(CO)6]. To the solution was added 0.19 g (1.0
mmol) of Et3OBF4 and then the mixture was stirred at
r.t. for 4 h to give a deep red solution with some black
precipitates. The resulting mixture was filtered and the
filtrate was condensed under reduced pressure. The
residue was subjected to TLC separation using acet-
Se(1) atoms, respectively. It is noteworthy that the
selenolate and carbyne ligands are bridged to Fe(1)
and Fe(2) unsymmerically (the bond lengths Se(1)Ã
Fe(1)ꢁ2.390(3), Se(1)ÃFe(2)ꢁ2.438(3), C(7)ÃFe(1)ꢁ
1.843(10) and C(7)ÃFe(2)ꢁ1.818(10) A). The observed
/
/
/
/
/
/
˚
/
/
slight asymmetry would appear to be generated by
nonbonding interactions between the two bridges, which
are bent towards Fe(2) atom.
oneÁpetroleum ether (v/v, 1/20) as eluent. From the
/
second major red band was obtained 0.232 g (46%) of 2
as a red solid. M.p. 126 8C (dec.). Anal. Found: C,
37.89; H, 2.62. C16H12Fe2O7Se. Calc.: C, 37.91; H,
So, this structure is somewhat similar to that of m-RS-
containing carbyne complex (m-MeOCHÄCHC)(m-t-
/
2.39%. IR (KBr disk): n(CÃ
/
OÃ
/
Ccarbyne), 1296s; terminal
1H-
BuS)Fe2(CO)6 [13] prepared by another method. The
CÅ
/
O, 2066s, 2026vs, 1993vs, 1970vs cmꢀ1
.
˚
average bond length (1.831 A) of Fe(1)Ã
/
C(7) and Fe(2)Ã
Ccarbyne bond
CHC)(m-t-BuS)Fe2-
(CO)6 and both are much shorter than the bond length
/
NMR(CDCl3): d 1.62, 1.24 (2br.s, 3H, CH2CH3,),
2.33, 2.23 (2s, 3H, e-p-CH3C6H4, a-p-CH3C6H4), 4.87,
C(7) in 2 is very close to the average FeÃ
length (1.866 A) in (m-MeOCHÄ
/
˚
/
4.55 (2br.s, 2H, CH2), 7.50Á
13C-NMR (CDCl3): d 15.27, 14.70 (2s, CH2CH3), 21.34
(s, p-CH3), 87.39 (s, CH2), 138.25Á125.60 (more than 6
CO), 387.23,
/
6.90 (m, 4H, C6H4) ppm.
˚
of the corresponding FeÃ
in complex (m-EtOCÄCHCO2CMe)(m-t-BuS)Fe2(CO)6
[21]. In addition, it is worth noting that the angle of
C(7) (84.58) reveals that the substituent p-
/Ccarbene bond length (1.976 A)
/
/
s, C6H4), 209.64, 210.99, 210.94 (3s, FeÃ
/
379.16 (2 s, carbyne C) ppm.
C(10)Ã
/
Se(1)Ã
/
MeC6H4 is attached to Se(1) by an axial bond, i.e. the
crystal molecule of 2 belongs to R(a) isomer.
3.2. Preparation of (m-EtOC)(m-m-
MeC6H4Se)Fe2(CO)6 (3)
The same procedure as that for 2 was followed, but
using 0.188 g (1.1 mmol) of m-MeC6H4SeH instead of
p-MeC6H4SeH to give 0.179 g (35%) of 3 as a red solid.
3. Experimental
M.p. 54Á
/
55 8C. Anal. Found: C, 37.74; H, 2.41.
All reactions were carried out under an atmosphere of
highly purified nitrogen using standard Schlenk and
vacuum-line techniques. Benzene was distilled under
nitrogen from sodium/benzophenone ketyl, while
triethylamine from potassium hydroxide. Fe3(CO)12
[22], Et3OBF4 [23] and the substituted aryl selenols
[24] were prepared according to the literature proce-
C16H12Fe2O7Se. Calc.: C, 37.91; H, 2.39%. IR (KBr
disk): n(CÃ
/
OÃ
/
Ccarbyne), 1296s; terminal CÅ/O, 2066s,
2026vs, 1997vs, 1977vs, 1950s cmꢀ1. 1H-NMR(CDCl3):
d 1.56, 1.23 (2br.s, 3H, CH2CH3), 2.34, 2.22 (2s, 3H, e-
m-CH3C6H4, a-m-CH3C6H4), 4.84, 4.54 (2br.s, 2H,
CH2), 7.41Á
(CDCl3): d 14.42 (s, CH2CH3), 21.29 (s, m-CH3),
87.23 (s, CH2), 138.60Á128.81 (more than 6s,C6H4),
210.52 (br.s, FeÃCO), 386.96, 379.03 (2s, carbyne C)
ppm.
/
6.96 (m, 4H, C6H4) ppm. 13C-NMR
dures. The products were separated by TLC (20ꢃ
0.25 cm, silica gel G) and further purified by recrystalli-
zation from a mixed diethyl etherÁhexane solvent. IR
spectra were recorded on a BioÁRad FTS 135 or Bruker
/
25ꢃ
/
/
/
/
/
Vector 22 infrared spectrophotometer. 1H-NMR spectra
were recorded on a Bruker AC-P200 NMR spectro-
meter. 13C-NMR spectra were recorded on a Unity plus
400 or Mercury VX 300 spectrometer. C/H analyses
were performed on an Elementar Vario EL analyzer.
3.3. Preparation of (m-EtOC)(m-o-
MeC6H4Se)Fe2(CO)6 (4)
The same procedure as that for 2 was followed, but
using 0.188 g (1.1 mmol) of o-MeC6H4SeH instead of p-

L.-C. Song et al. / Journal of Organometallic Chemistry 676 (2003) 80Á
/84
83
MeC6H4SeH to give 0.301 g (59%) of 4 as a red solid.
M.p. 61Á62 8C. Anal. Found: C, 37.92; H, 2.51.
C16H12Fe2O7Se. Calc.: C, 37.91; H, 2.39%. IR (KBr
disk): n(CÃ
/
OÃ
/
Ccarbyne), 1298m; terminal CÅ
/
O, 2068s,
1
/
2031vs, 1995vs cmꢀ1. H-NMR(CDCl3): d 1.61, 1.29
(2br.s, 3H, CH2CH3), 4.84, 4.58 (2br.s, 2H, CH2), 7.23
(br.s, 4H, e/a-p-BrC6H4) ppm. 13C-NMR (CDCl3): d
disk): n(CÃ
/
OÃ
/
Ccarbyne), 1300s; terminal CÅ
/
O, 2066s,
2026vs, 1997vs, 1970vs, 1950s cmꢀ1. 1H-NMR(CDCl3):
d 1.63,1.38 (2t, 3H, CH2CH3), 2.58, 2.51 (2s, 3H, e-o-
CH3C6H4, a-o-CH3C6H4), 4.86, 4.58 (2q, 2H, CH2),
15.13, 14.61 (2s, CH2CH3), 87.48 (s, CH2), 137.06Á
123.42 (more than 6 s, C6H4), 210.45, 209.95, 208.88
(3s, FeCO), 386.48, 379.01 (2s, carbyne C) ppm.
/
7.70Á
15.30, 14.79 (2s, CH2CH3), 23.98, 22.92 (2s, o-CH3),
87.61, 87.33 (2s, CH2), 143.16Á125.05 (more than 6s,
/
6.82 (m, 4H, C6H4) ppm. 13C-NMR (CDCl3): d
3.7. Preparation of (m-EtOC)(m-p-
ClC6H4Se)Fe2(CO)6 (8)
/
C6H4), 210.91, 210.34, 209.58 (3s, FeCO), 386.92, 379.91
(2s, carbyne C) ppm.
The same procedure as that for 2 was followed, but
using 0.211 g (1.1 mmol) of p-ClC6H4SeH instead of p-
MeC6H4SeH to afford 0.68 g (9%) of 8 as a red oil.
Anal. Found: C, 33.96; H, 1.75. C15H9ClFe2O7Se. Calc.:
3.4. Preparation of (m-EtOC)(m-a-C10H7Se)Fe2(CO)6
(5)
C, 34.16; H, 1.72%. IR (KBr disk): n(CÃ
/
OÃ
/
Ccarbyne),
The same procedure as that for 2 was followed, but
using 0.228 g (1.1 mmol) of a-C10H7SeH instead of p-
1296m; terminal CÅ
/
O, 2067s, 2026vs, 2007vs, 1988vs,
1
1968s cmꢀ1. H-NMR(CDCl3): d 1.63, 1.29 (2br.s, 3H,
CH2CH3), 4.87, 4.56 (2br.s, 2H, CH2), 7.24 (br.s, 4H,
C6H4) ppm.
MeC6H4SeH and using CH2Cl2Á
/
petroleum ether (v/v, 1/
20) in place of acetoneÁpetroleum ether as eluent to
/
afford 0.280 g (52%) of 5 as a red solid. M.p. 142 8C
(dec). Anal. Found: C, 42.05; H, 2.21. C19H12Fe2O7Se.
3.8. Single crystal structure determination of 2
Calc.: C, 42.03; H, 2.23%. IR (KBr disk): n(CÃ
Ccarbyne), 1299s; terminal CÅO, 2065s, 2024vs, 2003vs,
1972vs, 1953s cmꢀ1 1H-NMR(CDCl3): d 1.66, 1.20
(2br.s, 3H, CH2CH3), 4.91, 4.49 (2br.s, 2H, CH2), 8.46Á
7.17 (m, 7H, e/a a-C10H7) ppm. 13C-NMR (CDCl3): d
/
OÃ
/
/
Single crystals of 2 suitable for X-ray diffraction
analysis was grown by slow evaporation of its acetoneÁ
hexane solution at about 4 8C. This crystal was mounted
on a Bruker SMART 1000 automated diffractometer
.
/
/
14.48, 13.93 (2s, CH2CH3), 86.91(s, CH2), 137.98Á
124.64 (more than 5 s, C10H7), 209.98, 209.45 (2s,
FeCO), 385.53, 377.62 (2s, carbyne C) ppm.
/
equipped with a graphite monochromator with MoÁ
/
˚
Ka radiation (lꢁ0.71073 A). Details of the crystal
/
data, data collection, and structure refinements are
summarized in Table 2. The structure was solved by
direct methods and expanded by Fourier techniques.
3.5. Preparation of (m-EtOC)(m-p-
MeOC6H4Se)Fe2(CO)6 (6)
Table 2
Crystal data and structural refinements details for 2
The same procedure as that for 2 was followed, but
using 0.200 g (1.1 mmol) of p-MeOC6H4SeH instead of
p-MeC6H4SeH to produce 0.216 g (54%) of 6 as a red
oil. Anal. Found: C, 36.64; H, 2.45. C16H12Fe2O8Se.
Empirical Formula
Formula weight
Temperature (K)
Crystal system
Space group
C16H12Fe2O7Se
506.92
293(2)
Triclinic
Calc.: C, 36.75; H, 2.31%. IR (KBr disk): n(CÃ
/
OÃ
/
¯
P1
Ccarbyne), 1298s; terminal CÅ
/
O, 2066s, 2024vs, 1997vs,
1980vs cmꢀ1. 1H-NMR(CDCl3): d 1.61,1.26 (2br.s, 3H,
CH2CH3), 3.71 (br.s, 3H, e/a-p-CH3OC6H4), 4.82, 4.54
/
˚
a (A)
9.530(12)
9.530(12)
11.988(15)
73.88(3)
73.88(3)
69.167(6)
958(2)
˚
b (A)
˚
c (A)
(2br.s, 2H, CH2), 7.49Á
NMR (CDCl3): d 14.46 (s, CH2CH3), 55.24 (s, p-
CH3O), 87.12 (s, CH2), 135.13Á114.36 (more than 6s,
/
6.61(m, 4H, C6H4) ppm. 13C-
a (8)
b (8)
g (8)
/
3
˚
V (A )
C6H4), 210.69, 210.25 (2s, FeCO), 387.14, 378.89 (2s,
carbyne C) ppm.
Z
2
1.757
Dcalc (g cmꢀ3
F (000)
)
500
3.446
Ka) (mmꢀ1
)
3.6. Preparation of (m-EtOC)(m-p-
BrC6H4Se)Fe2(CO)6 (7)
m (MoÁ
/
Scan type
2umax (8)
Data/restraints/parameters
v Á2u
50.04
/
3241/0/235
0.0716
0.1343
0.909
The same procedure as that for 2 was followed, but
using 0.259 g (1.1 mmol) of p-BrC6H4SeH instead of p-
MeC6H4SeH to afford 0.258 g (45%) of 7 as a red solid.
M.p. 130 8C (dec). Anal. Found: C, 31.47; H, 1.68.
C15H9BrFe2O7Se. Calc.: C, 31.51; H, 1.59%. IR (KBr
R
Rw
Goodness-of-fit indicator
˚
Largest difference peak and hole (e A
ꢀ3
)
0.805 and ꢀ0.608
/

84
L.-C. Song et al. / Journal of Organometallic Chemistry 676 (2003) 80Á84
/
[4] L.-C. Song, C.-G. Yan, Q.-M. Hu, R.-J. Wang, H.-G. Wang,
Acta Chim. Sin. 53 (1995) 402.
The final refinements were accomplished by the full-
matrix least-squares method with anisotropic thermal
parameters for non-hydrogen atoms. The calculations
were performed using the TEXSAN crystallographic
software package of Molecular Structure Corporation.
[5] L.-C. Song, G.-L. Lu, Q.-M. Hu, H.-T. Fan, J.-B. Chen, J. Sun,
X.-Y. Huang, J. Organomet. Chem. 627 (2001) 255.
[6] D. Seyferth, G.B. Womack, J.C. Dewan, Organometallics 4
(1985) 398.
[7] D. Seyferth, J.B. Hoke, G.B. Womack, Organometallics 9 (1990)
2662.
[8] L.-C. Song, Q.-M. Hu, J. Organomet. Chem. 414 (1991) 219.
[9] L.-C. Song, R.-J. Wang, Y. Li, H.-G. Wang, J.-T. Wang, Acta
Chim. Sin. 48 (1990) 867.
4. Supplementary material
Crystallographic data for the structure reported in
this paper have been deposited with the Cambridge
Crystallographic Data Center, CCDC no. 197383.
Copies of this information may be obtained free of
charge from The Director, CCDC, 12 Union Road,
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Acknowledgements
We are grateful to the National Natural Science
Foundation of China and the State Key Laboratory of
Organometallic Chemistry for financial support.
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