J. A. Gladysz et al.
Some CHCl
The mixture was layered gently with pentane. After one day, yellow nee-
dles of (S,S)-10b·CH Cl ·2CHCl were analyzed as described for
1b·2CH Cl (cell parameters from 10 frames using a 108 scan; refined
with 5101 reflections). The structure was solved and refined as described
for 11b·2CH Cl . The CH Cl molecules showed site disorder (50:50)
3
was added to a concentrated CH
2
Cl
2
solution of (S,S)-10b.
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2
2
3
1
2
2
2
2
2
2
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about an inversion center.
3
Crystals of (S)-17b·CHCl (see above) were analyzed as described for
1
1b·2CH
with 5334 reflections). The structure was solved and refined as described
for 11b·2CH Cl
CCDC-290483 (11b·2CH
(S,S)-13·2C ), CCDC-270134 ((R,R)-13·2C
0b·CH Cl ·2CHCl ), and CCDC-290480 ((S)-17b·CHCl
2 2
Cl (cell parameters from 10 frames using a 108 scan; refined
2
2
.
2
Cl
2
), CCDC-290482 ((S)-6c), CCDC-290479
), CCDC-290481 ((S,S)-
) contain the
(
1
7
H
8
7 8
H
2
2
3
3
supplementary crystallographic data for this paper. These data can be ob-
tained free of charge from the Cambridge Crystallographic Data Centre
via www.ccdc.cam.ac.uk/data_request/cif. For ease of comparison (for ex-
ample, in Table 2), the atom numbers in some of the structures described
in the present work have been changed from those in the CCDC ar-
chives.
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Acknowledgements
[
[
[
15] Compound numbers that are indexed a, b, and c indicate chloride,
We thank the Deutsche Forschungsgemeinschaft (DFG, 300/4-2) and
Johnson Matthey PMC (palladium loans) for support, and Dr. O. Dela-
croix for valuable experimental assistance.
bromide, and iodide derivatives, respectively.
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1
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[
1
2
[
[
20] a) When both enantiomers were prepared, the synthesis of only one
is given in the Experimental Section. b) Only (S,S)-10a, (R,R)-10c,
and (R)-16 were prepared. The configurations of the last two are the
opposite of those normally depicted in papers in this series. To facili-
tate comparisons, their configurations (and those of the necessary
educts) have been inverted throughout this paper. c) The crystal
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719.
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crystal structure shows a distance of 4.145 between the centroid
of the PPh phenyl ring syn to the cyclopentadienyl ligand and the
3
closest cyclopentadienyl carbon (a to the PdÀC bond). In contrast,
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2
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Chem. Eur. J. 2006, 12, 5267 – 5281