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34247214957
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(a) Jautze, S.; Seiler, P.; Peters, R. Angew. Chem., Int. Ed. 2007, 46, 1260.
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(b) Jautze, S.; Seiler, P.; Peters, R. Chem. Eur. J. 2008, 14, 1430.
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Jautze, S.; Peters, R. Angew. Chem., Int. Ed. 2008, 47, 9284.
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Jautze, S.1
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7
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65349124425
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Only few direct diastereoselective monocyclopalladations of chiral ferrocenes are known: (a) Kuz'min, L. G.; Struchkov, Y. T.; Troitskaya, L. L.; Sokolov, V. I.: Reutov, O. A. IZv. Akad. Nauk SSSR, Ser. Khim. 1979, 1528.
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Only few direct diastereoselective monocyclopalladations of chiral ferrocenes are known: (a) Kuz'min, L. G.; Struchkov, Y. T.; Troitskaya, L. L.; Sokolov, V. I.: Reutov, O. A. IZv. Akad. Nauk SSSR, Ser. Khim. 1979, 1528.
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8
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0030248663
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(b) López, C.; Bosque, R.; Solans, X.; Font-Bardia, M. Tetrahedron: Asymmetry 1996, 7, 2527.
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(1996)
Tetrahedron: Asymmetry
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López, C.1
Bosque, R.2
Solans, X.3
Font-Bardia, M.4
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9
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0000767888
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(c) Zhao, G.; Xue, F.; Zhang, Z.-Y.: Mak, T. C. W. Organometallics 1997, 16, 4023.
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(1997)
Organometallics
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, pp. 4023
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Zhao, G.1
Xue, F.2
Zhang, Z.-Y.3
Mak, T.C.W.4
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10
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65349083427
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Zhao, G.: Wang, Q.-G.; Mak, T. C. W. Tetrahedron: Asymmetry 1998, 9, 1557. (dd) Zhao, G.; Wang, Q.-G.; Mak, T. C. W. Organometallics 1998, 17, 3437.
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(d) Zhao, G.: Wang, Q.-G.; Mak, T. C. W. Tetrahedron: Asymmetry 1998, 9, 1557. (dd) Zhao, G.; Wang, Q.-G.; Mak, T. C. W. Organometallics 1998, 17, 3437.
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11
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33745764815
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(e) Peters, R.; Xin, Z.-q.; Fischer, D. F.; Schweizer, W. B. Organometallics 2006, 25, 2917.
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(2006)
Organometallics
, vol.25
, pp. 2917
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Peters, R.1
Xin, Z.-Q.2
Fischer, D.F.3
Schweizer, W.B.4
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12
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33748551071
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(f) Weiss, M. E.; Fischer, D. F.; Xin, Z.-q.; Jautze, S.; Schweizer, W. B.; Peters, R. Angew. Chem., Int. Ed. 2006, 45, 5694.
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Angew. Chem., Int. Ed
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Weiss, M.E.1
Fischer, D.F.2
Xin, Z.-Q.3
Jautze, S.4
Schweizer, W.B.5
Peters, R.6
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13
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0037164642
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Previous syntheses of nonracemic ferrocenyl bis-palladacycles relied on double ortho-lithiation, iodination, and subsequent oxidative addition of Pd(0) to the corresponding bis-iodoferrocenes: Kang, J.; Yew, K. H.; Kim, T. H.; Choi, D. H. Tetrahedron Lett. 2002, 43, 9509.
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Previous syntheses of nonracemic ferrocenyl bis-palladacycles relied on double ortho-lithiation, iodination, and subsequent oxidative addition of Pd(0) to the corresponding bis-iodoferrocenes: Kang, J.; Yew, K. H.; Kim, T. H.; Choi, D. H. Tetrahedron Lett. 2002, 43, 9509.
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14
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42149137722
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The stereodescriptors with regard to the planar chirality are used according to: Schlögl, K
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p indicates the configuration of a bottom Cp,while an asterisk indicates a second ferrocene unit
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p indicates the configuration of a bottom Cp,while an asterisk indicates a second ferrocene unit.
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(1967)
Top. Stereochem
, vol.1
, pp. 39
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15
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65349147338
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The seven diastereomers would have the following configurations: S p,S p,S* p, S * p, Rp, S p, S * p, S* p, R p, R p, S* p, S * p, Rp, Sp, R * p, S * p, R p, S p, S* p, R * p, Rp, R p, R* p,S* p, and RpR p, R* p, R*p
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p
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16
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33644634815
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Application of Pd chelate complexes with ferrocene bis-oxazolines to Suzuki and Heck couplings: Lee, S
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Application of Pd chelate complexes with ferrocene bis-oxazolines to Suzuki and Heck couplings: Lee, S. J. Organomet. Chem. 2006, 691, 1347.
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(2006)
J. Organomet. Chem
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, pp. 1347
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17
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65349165996
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Recent review about applications of ferroeenes in asymmetric catalvsis
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Recent review about applications of ferroeenes in asymmetric catalvsis: Arrayás, R. G.; Adrio. J.; Carretero, J. C. Angew. Chem., Int. Ed. 2006, 45, 1614.
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(2006)
Angew. Chem., Int. Ed
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, pp. 1614
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Arrayás, R.G.1
Adrio, J.2
Carretero, J.C.3
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18
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65349099056
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Crystallographic data for 3 have been deposited as Supporting Information and with the Cambridge Crystallographic Data Centre as deposition number 721052; the material is available free of charge via the Internet at http://www.ccdc.cam.ac.uk/products/csd/request/.
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Crystallographic data for 3 have been deposited as Supporting Information and with the Cambridge Crystallographic Data Centre as deposition number 721052; the material is available free of charge via the Internet at http://www.ccdc.cam.ac.uk/products/csd/request/.
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19
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65349181703
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Note that 3 is not only axially chiral but also pseudoplanar chiral due to the rigid conformation
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Note that 3 is not only axially chiral but also pseudoplanar chiral due to the rigid conformation.
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20
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65349141509
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The pyramidality at a given atom can be expressed by the difference between 360° and the sum of the three bond angles at that atom. For the present analysis, corresponding values at the sulfonylated N atoms are 9° (upper Cp in 3 as depicted in Figure 1) and 0° (lower Cp).
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The pyramidality at a given atom can be expressed by the difference between 360° and the sum of the three bond angles at that atom. For the present analysis, corresponding values at the sulfonylated N atoms are 9° (upper Cp in 3 as depicted in Figure 1) and 0° (lower Cp).
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21
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33750402107
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For an exception, see
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For an exception, see: Hauck, T.; Sünkel, K.; Beck, W. Z. Anorg. Allg. Chan. 2006, 632, 2305.
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(2006)
Z. Anorg. Allg. Chan
, vol.632
, pp. 2305
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Hauck, T.1
Sünkel, K.2
Beck, W.3
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22
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65349183162
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Crystallographic data for 4 have been deposited as Supporting Information and with the Cambridge Crystallographic Data Centre as deposition number 720443, is available free of charge via the Internet at
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Crystallographic data for 4 have been deposited as Supporting Information and with the Cambridge Crystallographic Data Centre as deposition number 720443. This material is available free of charge via the Internet at http://www.ccdc.cam.ac.uk/products/csd/request/.
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This material
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23
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65349140332
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The pyramidality is 10° see ref 13
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The pyramidality is 10° see ref 13.
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27
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37049103266
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(b) Ryabov, A. D.; Sakodinskaya, I. K.; Yatsimirsky, A. K. J. Chem, Soc, Dalton Trans. 1985, 2629.
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(1985)
J. Chem, Soc, Dalton Trans
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Ryabov, A.D.1
Sakodinskaya, I.K.2
Yatsimirsky, A.K.3
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29
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26444441381
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2: Davies, D. L.; Donald, S. M. A.; Macgregor, S. A. J. Am. Chem. Soc. 2005, 127, 13754.
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2: Davies, D. L.; Donald, S. M. A.; Macgregor, S. A. J. Am. Chem. Soc. 2005, 127, 13754.
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31
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0035886138
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Recent reviews about palladacycles: a
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Recent reviews about palladacycles: (a) Albrecht, M.; van Koten, G. Angew. Chem., Int. Ed. 2001, 40, 3750.
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(2001)
Angew. Chem., Int. Ed
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Albrecht, M.1
van Koten, G.2
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36
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(f) Bellina, F.; Carpita, A.; Rossi, R. Synthesis 2004, 15, 2419.
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Synthesis
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Bellina, F.1
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37
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9744246801
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Bedford, R. B.; Cazin, C. S. 1; Holder, D. Coord. Chem. Rev. 2004, 248, 2283.
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(g) Bedford, R. B.; Cazin, C. S. 1; Holder, D. Coord. Chem. Rev. 2004, 248, 2283.
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40
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21944441002
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(j) Dupont, J.; Consorti, C. S.; Spencer, J. Chem. Rev. 2005, 105, 2527.
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Chem. Rev
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Dupont, J.1
Consorti, C.S.2
Spencer, J.3
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42
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65349123812
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Interestingly, the MS spectra (MALDI) of 4 already indicated the formation of 6 in larger quantities during the measurement, while only traces of 6 were observed in the MS spectra of 3.
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Interestingly, the MS spectra (MALDI) of 4 already indicated the formation of 6 in larger quantities during the measurement, while only traces of 6 were observed in the MS spectra of 3.
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43
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58249115080
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Huang, H.; Peters, R. Angew. Chem., Int. Ed. 2009, 48, 604.
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(2009)
Angew. Chem., Int. Ed
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Huang, H.1
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(a) Fiirstner, A.; Davies, P. W. Angew. Chem., Int. Ed. 2007, 46, 3410.
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Angew. Chem., Int. Ed
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Fiirstner, A.1
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45
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(b) Chianese, A. R.; Lee, S. J.; Gagné, M. R. Angew. Chem., Int. Ed. 2007, 46, 4042.
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Angew. Chem., Int. Ed
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Chianese, A.R.1
Lee, S.J.2
Gagné, M.R.3
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47
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65349107400
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p-configured bis-palladacycle might not be able to form a stable dimer but is still prone to protonolysis.
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p-configured bis-palladacycle might not be able to form a stable dimer but is still prone to protonolysis.
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