Organometallics
ARTICLE
uncorrected. 1H (400 MHz) and 13C (100.56 MHz) nuclear magnetic
resonance spectra were recorded on a Varian Mercury Plus 400 MHz
spectrometer and 77Se (57.22 MHz) and 125Te (94.79 MHz) spectra on
a Varian VXR 300S spectrometer. Chemical shifts are cited with respect
to Me4Si as internal standard (1H, 13C) and Me2Se (77Se) and Me2Te
Analytical Instrument Facility (SAIF), Indian Institute of Technol-
ogy Bombay, for 300 MHz NMR spectroscopy is gratefully acknowl-
edged. T.C. and S.S. are also grateful to the Council of Scientific and
Industrial Research of India and University Grant Commission of
India, respectively, for providing fellowships.
(
125Te) as external standards. Elemental analyses were performed on a
Carlo Erba Model 1106 elemental analyzer. The ESI mass spectra were
recorded on a Q-Tof micro (YA-105) mass spectrometer.
’ REFERENCES
Synthesis of 4. To a pale yellow solution of di-o-tolyl telluride (435
mg, 1.35 mmol) was added palladium acetate (225 mg, 1.00 mmol) in 25 mL
of toluene. The mixture was heated at ca. 60 °C for 5 min. Then the reaction
mixture was filtered through a short Florisil column to remove any insoluble
black particles formed and concentrated under vacuum to ca. 5 mL. A
greenish yellow precipitate was obtained on triturating with hexane (10 mL).
The precipitate was filtered off, washed with hexane, and dissolved in warm
toluene to give yellow crystals of the title compound at room temperature.
Yield: 115 mg. Mp: 160ꢀ162 °C. Anal. Calcd for C43H48O10Pd2Te4: C,
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1
35.67; H, 3.34. Found: C, 35.62; H, 3.15. H NMR (CDCl3): δ 2.00
(s, CH3COO, 12H), 2.36 (s, CH3 (solvent), 3H), 2.43 (s, CH3C6H4, 12H),
6.96ꢀ6.98 (m, 8H), 7.00ꢀ7.19 (m, 4H), 8.47ꢀ8.49 (m, 4H). 125Te NMR
(CDCl3): δ 1325, 1286. ESI-MS: m/e 1254.88, 604.94.
Synthesis of 5. Complex 5 was obtained serendipitously from the
filtrate of the reaction of di-o-tolyl telluride with palladium acetate as a
minor product by following the procedure above for 4. The complex
could not be isolated in good yield for characterization.
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Synthesis of 6. To a pale yellow solution of di-o-tolyl selenide (705
mg, 1.35 mmol) was added palladium acetate (225 mg, 1.00 mmol) in
25 mL of toluene. The mixture was heated at ca. 100 °C for 90 min. The
reaction was monitored by TLC. A metallic mirror was observed when the
reaction was stopped. Then the reaction mixture was filtered through a short
Florisil column to remove the insoluble black particles formed and
concentrated under vacuum to ca. 5 mL. A gray precipitate was obtained
on adding hexane (10 mL). The precipitate was filtered off, washed with
hexane, and dissolved in toluene (2 mL) and this solution layered with
diethyl ether to give dark red crystals of the title compound at room
temperature after 2 days. Yield: 75 mg. Mp: 177ꢀ179 °C. Anal. Calcd for
C36H40O8Pd4Se4: C, 32.21; H, 3.00. Found: C, 31.57; H, 2.43. 1H NMR
(CDCl3):δ2.03 (s, CH3COO, 12H), 2.75 (s, CH3C6H4, 12H), 6.68ꢀ6.71
(m, 4H), 6.98 (m, 4H), 7.10ꢀ7.13 (m, 4H), 8.82 (m, 4H). 13C NMR
(CDCl3): δ 23.9, 24.2, 126.4, 128.4, 128.9, 130.8, 137.8, 140.9, 181.1. 77Se
NMR (CDCl3): δ ꢀ83. ESI-MS: m/e 628.99 [C15H12O4Pd2Se2þ, 20%].
X-ray Crystallography. The diffraction measurements were per-
formed on an Oxford Diffraction Gemini diffractometer. The data were
corrected for Lorentz, polarization, and absorption effects. The struc-
tures were determined by routine heavy-atom methods using SHELXS
9721 and Fourier methods and refined by full-matrix least squares with
the non-hydrogen atoms anisotropic and hydrogen with fixed isotropic
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ꢀ2
thermal parameters of 0.07 Å by means of the SHELXL 9722 program.
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The hydrogens were partially located from difference electron density
maps, and the rest were fixed at predetermined positions. Scattering
factors were from common sources.23 Some details of the data collection
and refinement are given in Table 1.
’ ASSOCIATED CONTENT
S
Supporting Information. CIF files giving crystal data and
b
figures giving spectroscopic data (1H, 13C, 125Te, and 77Se NMR
and ESI-MS) for 4ꢀ6. This material is available free of charge via
’ ACKNOWLEDGMENT
We thank the Department of Science and Technology (DST)
of India for funding this work. Additional help from the Sophisticated
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dx.doi.org/10.1021/om2000184 |Organometallics 2011, 30, 2525–2530