N.P. Hiett et al. / Journal of Organometallic Chemistry 696 (2011) 378e387
387
after which a dark brown solution and a precipitate were observed.
Appendix A. Supplementary material
The product was isolated by filtration through celite. Crystals suit-
able for X-ray diffraction were obtained from a CD2Cl2/n-pentane
solution. NMR Spectra exhibited resonances for a minor carbonyl-
containing impurity. Resonance for 11b (CD2Cl2) 1H: dH 7.76 (m,12H,
PPh3), 7.61 (m, 4H, O2CPh) 7.47 (m 6H PPh3), 7.28 (m, 18H, PPh3 and
O2CPh). 31P{1H}: dP 29.57 (s, PPh3). 13C{1H}: dC 197.70 (t,
2JPC ¼ 11.5 Hz, RuCO), 172.20 (s, O2CPh), 136.22 (s, O2CPh-C4), 134.57
(m, PPh3-C2), 130.96 (s, PPh3-C4), 130.44 (s, O2CPh-C2/3), 130.76 (s, s,
O2CPh-C1) 129.84 (s, O2CPh-C2/3), 128.72 (m, PPh3-C3), 127.44 (br,
CCDC 784238, 784239 and 784240 contain the supplementary
crystallographic data for complexes 1b, 3c and 11 respectively.
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4
3JHH ¼ 6.67 Hz, JHH ¼ 1.28 Hz, 2H, CH2, 13b), 4.71 (br s, 2H, CH2,
13c), 4.85 (dd, 3JHH ¼ 6.67 Hz, 4JHH ¼ 1.56 Hz, 2H, CH2, 13a), 5.18 (m,
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3
3JHH ¼ 6.55 Hz, JHH ¼ 6.55 Hz, 1H, ]CH, 13b), 5.91 (dt,
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3
3JHH ¼ 13.5 Hz, JHH ¼ 6.77 Hz, 1H, ]CH, 13a) 6.93e7.01 (m, Ph),
7.20e7.33 (m, Ph), 7.42e7.72 (m, Ph, ]CH, 13b and ]CH, 13a),
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Diffraction data were collected at 110 K on a Bruker Smart Apex
diffractometer with Mo-K
a
radiation (
l
¼ 0.71073 Å) using an
SMART CCD camera. Diffractometer control, data collection, and
initial unit-cell determination was performed using SMART [45].
Frame integration and unit-cell refinement software was carried
out with SAINTþ [46]. Absorption corrections were applied by
SADABS (v2.03, Sheldrick). Structures were solved by direct
methods using SHELXS-97 [47] and refined by full-matrix least-
squares using SHELXL-97 [48]. All non-hydrogen atoms were
refined anisotropically. Hydrogen atoms were placed using
a “riding model” and included in the refinement at calculated
positions with the exception of the hydrogen atom attached to the
vinylidene carbon atom in 2b were located by difference map.
[44] P.S. Hallman, T.A. Stephenson, G. Wilkinson, Inorg. Synth. 12 (1970) 237.
[45] Smart diffractometer control software (v5.625), Bruker-AXS, Bruker AXS
GmbH, Karlsruhe, Germany.
Acknowledgements
[46] Saintþ (v6.22) Bruker AXS, Bruker AXS GmbH, Karlsruhe, Germany.
[47] G.M. Sheldrick, SHELXS-97, Program for the Solution of Crystal Structures.
Universität Göttingen, 1997.
[48] G.M. Sheldrick, SHELXL-97, Program for the Solution of Crystal Structures.
Universität Göttingen, 1997.
We thank the University of York and the EPSRC for funding (DTA
studentship to CEW). Dr John Slattery and Mr David Johnson are
gratefully acknowledged for insightful discussions.