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(b) Liu, C.; Han, X.; Wang, X.; Widenhoefer, R. A. J. Am. Chem. Soc. 2004, 126, 3700-3701.
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Annibale, G.1
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Peters, R.G.3
Roddick, D.M.4
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8
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0000802194
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(b) Peters, R. G.; White, S.; Roddick, D. M. Organometallics 1998, 17, 4493-4499 and references therein.
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Peters, R.G.1
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9
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21844451374
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For careful evaluations of the mechanism, see: Lersch, M.; Tilset, M. Chem. Rev. 2005, 105, 2471-2526.
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Lersch, M.1
Tilset, M.2
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10
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0037120895
-
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For explicit discussions of metal vs alkyl/aryl protonation at Pt, see: (a) Wik, B. J.; Lersch, M.; Tilset, M. J. Am. Chem. Soc. 2002, 124, 12116-12117.
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4344670116
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(b) Kalberer, E. W.; Houlis, J. F.; Roddick, D. M. Organometallics 2004, 23, 4112-4115.
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0001396790
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(c) Hill, G. S.; Rendina, L. M.; Puddephatt, R. J. Organometallics 1995, 14, 4966-4968.
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Hill, G.S.1
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0000202308
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and references therein
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(d) Jawad, J. K.; Puddephatt, R. J.; Stalteri, M. A. Inorg. Chem. 1982, 21, 332-337. and references therein.
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Jawad, J.K.1
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14
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4444225192
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For an example where turnover by protonation of a cationic Pt-C bond would be beneficial, see: Koh, J. H.; Gagné, M. R. Angew. Chem., Int. Ed. 2004, 43, 3459-3461.
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Koh, J.H.1
Gagné, M.R.2
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17
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33745792089
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note
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7
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-
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18
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0037035082
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Becker J. J.; Van Orden, L. J.; White, P. S.; Gagné, M. R. Org. Lett. 2002, 4, 727-730.
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Becker, J.J.1
Van Orden, L.J.2
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Gagné, M.R.4
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19
-
-
33745799776
-
-
note
-
Protonations are also sluggish with HOTf, which give 40-50% conversions in this time.
-
-
-
-
20
-
-
33745787176
-
-
note
-
The parent triphos (PPP) is commercially available (Strem).
-
-
-
-
21
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-
33745791454
-
-
note
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12
-
-
-
-
22
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2542565510
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DuBois, D. L.; Miedaner, A.; Haltiwanger, R. C. J. Am. Chem. Soc. 1991, 113, 8753-8764.
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Dubois, D.L.1
Miedaner, A.2
Haltiwanger, R.C.3
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23
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0028733299
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(a) Bernatis, P. R.; Miedaner, A.; Haltiwanger, R. C.; DuBois, D. L. Organometallics 1994, 13, 4835-4843.
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Bernatis, P.R.1
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Haltiwanger, R.C.3
DuBois, D.L.4
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24
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0033825954
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(b) Annibale, G.; Bergamini, P.; Bertolasi, V.; Cattabriga, M.; Ferreti, V. Inorg. Chem. Commun. 2000, 3, 303-306.
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Annibale, G.1
Bergamini, P.2
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Ferreti, V.5
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25
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-
0037078716
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(c) Aizawa, S.; Sone, Y.; Kawamoto, T.; Yamada, S.; Nakamura, M. Inorg. Chim. Acta 2002, 338, 235-239.
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Aizawa, S.1
Sone, Y.2
Kawamoto, T.3
Yamada, S.4
Nakamura, M.5
-
26
-
-
0034645574
-
-
The kinetics with added amine were complicated by the presence of homoconjugate base pairs (Supporting Information); see for example: Papish, E. T.; Rix, F. C.; Spetseris, N.; Norton, J. R.; Williams, R. D. J. Am. Chem. Soc. 2000, 122, 12235-12242.
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Papish, E.T.1
Rix, F.C.2
Spetseris, N.3
Norton, J.R.4
Williams, R.D.5
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27
-
-
33745770565
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-
note
-
The product cycloalkyl is stable to the protonation conditions and does not react further.
-
-
-
-
28
-
-
33745779585
-
-
note
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5
-
-
-
-
34
-
-
33749092431
-
-
Enhanced off-rates of one of the arms have also been documented; see: Sevillano, P.; Habtemariam, A.; Parsons, S.; Castiñeiras, A.; García, M. E.; Sadler, P. J. J. Chem. Soc., Dalton Trans. 1999, 2861-2870.
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Sevillano, P.1
Habtemariam, A.2
Parsons, S.3
Castiñeiras, A.4
García, M.E.5
Sadler, P.J.6
-
35
-
-
33845281894
-
-
0 complexes, which would have similarly reduced torsional strain; see: DuBois, D. L.; Miedaner, A. J. Am. Chem. Soc. 1987, 109, 113-117.
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DuBois, D.L.1
Miedaner, A.2
-
36
-
-
33745778382
-
-
note
-
The source of these data are (PPP)Pt X-ray structures that we and others have obtained; they are meant to be illustrative and not exhaustive.
-
-
-
-
37
-
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0000795366
-
-
For examples of stable five-coordinate Ni(II), Pd(II), and Pt(II) PPP complexes, see: (a) DuBois, D. L.; Meek, D. W. Inorg. Chem. 1976, 15, 3076-3083.
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DuBois, D.L.1
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0000488970
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(b) Siedle, A. R.; Newmark, R. A.; Pignolet, L. H. J. Am. Chem. Soc. 1981, 103, 4947-4948.
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Siedle, A.R.1
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0034732785
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(d) Petöcz, G.; Jánosi, L.; Wissensteiner, W.; Csók, Z.; Berente, Z.; Kollár, L. Inorg. Chim. Acta 2000, 303, 300-305.
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Kollár, L.6
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0035959051
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(e) Löpez-Torres, M.; Fernández, A.; Fernández, J. J.; Suárez, A.; Pereira, M. T.; Ortigueira, J. M.; Vila, J. M.; Adams, H. Inorg. Chem. 2001, 40, 4583-4587.
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Vila, J.M.7
Adams, H.8
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0035966459
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(f) Fernández, D.; Sevillano, P.; García-Seijo, M. I.; Castiñeiras, A.; Jánosi, L.; Berente, Z.; Kollár, L.; Garcia-Fernández, M. E. Inorg. Chim. Acta 2001, 312, 40-52.
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Jánosi, L.5
Berente, Z.6
Kollár, L.7
Garcia-Fernández, M.E.8
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43
-
-
33745805331
-
-
note
-
Structurally characterized five-coordinate structures are typically described as distorted tbp or distorted square pyramids. The central P-M-P angles in such cases are typically reduced to 125-150°. See ref 28e for representative examples.
-
-
-
-
44
-
-
33745796497
-
-
note
-
1H NMR) with strong acids (above).
-
-
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45
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33745775152
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(a) Myers, A. G.; Kephart, S. E.; Chen, H. J. Am. Chem. Soc. 1992, 114, 7923-7924.
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0346150287
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(b) Koide, Y.; Bott, S. G.; Barron, A. R. Organometallics 1996, 15, 5514-5518. See also:
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0029890191
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For cases where this effect may be contributing to heightened rates of exchange and/or catalysis, see: (a) Dockter, D. W.; Fanwick, P. E.; Kubiak, C. P. J. Am. Chem. Soc. 1996, 118, 4846-4852.
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33745781062
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Reference 16b
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(b) Reference 16b.
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56
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0035889193
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(c) Müller, T. E.; Berger, M.; Grosche, M.; Herdtweck, E.; Schmidtchen, F. P. Organometallics 2001, 20, 4384-4393.
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Müller, T.E.1
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33745801931
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(e)Reference 16a
-
(e)Reference 16a
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