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Volumn 129, Issue 48, 2007, Pages 15085-15090

A switchable palladium-complexed molecular shuttle and its metastable positional isomers

Author keywords

[No Author keywords available]

Indexed keywords

LIGANDS; METASTABLE PHASES; MOLECULAR STRUCTURE; ORGANOMETALLICS; PROTONATION; SYNTHESIS (CHEMICAL);

EID: 36849067030     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja076570h     Document Type: Article
Times cited : (96)

References (66)
  • 1
    • 0030972107 scopus 로고    scopus 로고
    • For macrocycle translocation in Cu(I)/Cu(II)-coordinated rotaxanes, see: (a) Gaviña, P.; Sauvage, J.-P. Tetrahedron Lett. 1997, 38, 3521-3524.
    • For macrocycle translocation in Cu(I)/Cu(II)-coordinated rotaxanes, see: (a) Gaviña, P.; Sauvage, J.-P. Tetrahedron Lett. 1997, 38, 3521-3524.
  • 4
    • 0001310231 scopus 로고    scopus 로고
    • For macrocycle translocation in Cu(I)/Cu(II)-coordinated catenanes, see: (d) Livoreil, A.; Dietrich-Buchecker, C. O.; Sauvage, J.-P. J. Am. Chem. Soc. 1994, 116, 9399-9400.
    • For macrocycle translocation in Cu(I)/Cu(II)-coordinated catenanes, see: (d) Livoreil, A.; Dietrich-Buchecker, C. O.; Sauvage, J.-P. J. Am. Chem. Soc. 1994, 116, 9399-9400.
  • 7
    • 0032722883 scopus 로고    scopus 로고
    • For macrocycle rotation in Cu(I)/Cu(II)-coordinated rotaxanes, see: (g) Raehm, L.; Kern, J.-M.; Sauvage, J.-P. Chem. - Eur. J. 1999, 5, 3310-3317.
    • For macrocycle rotation in Cu(I)/Cu(II)-coordinated rotaxanes, see: (g) Raehm, L.; Kern, J.-M.; Sauvage, J.-P. Chem. - Eur. J. 1999, 5, 3310-3317.
  • 11
    • 33744474087 scopus 로고    scopus 로고
    • For a recent review of transition metal complexed molecular machines see: k
    • For a recent review of transition metal complexed molecular machines see: (k) Bonnet, S.; Collin, J.-P.; Koizumi, M.; Mobian, P.; Sauvage, J.-P. Adv. Mater. 2006, 18, 1239-1250.
    • (2006) Adv. Mater , vol.18 , pp. 1239-1250
    • Bonnet, S.1    Collin, J.-P.2    Koizumi, M.3    Mobian, P.4    Sauvage, J.-P.5
  • 12
    • 0038731637 scopus 로고    scopus 로고
    • For contraction/stretching in a rotaxane dimer through Cu(I)-Zn(II) exchange, see: (a) Jiménez, M. C.; Dietrich-Buchecker, C.; Sauvage, J.-P. Angew. Chem., Int. Ed. 2000, 39, 3284-3287.
    • For contraction/stretching in a rotaxane dimer through Cu(I)-Zn(II) exchange, see: (a) Jiménez, M. C.; Dietrich-Buchecker, C.; Sauvage, J.-P. Angew. Chem., Int. Ed. 2000, 39, 3284-3287.
  • 14
    • 0028276063 scopus 로고
    • For other examples of pH-responsive molecular shuttles see
    • (a) Bissell, R. A.; Córdova, E.; Kaifer, A. E.; Stoddart, J. F. Nature 1994, 369, 133-136. For other examples of pH-responsive molecular shuttles see:
    • (1994) Nature , vol.369 , pp. 133-136
    • Bissell, R.A.1    Córdova, E.2    Kaifer, A.E.3    Stoddart, J.F.4
  • 24
    • 4544259048 scopus 로고    scopus 로고
    • For ruthenium-coordinated catenanes and rotaxanes which undergo photoinduced decomplexation of the components, see: (a) Mobian, P, Kern, J.-M, Sauvage, J.-P. Angew. Chem, Int. Ed. 2004, 43, 2392-2395
    • For ruthenium-coordinated catenanes and rotaxanes which undergo photoinduced decomplexation of the components, see: (a) Mobian, P.; Kern, J.-M.; Sauvage, J.-P. Angew. Chem., Int. Ed. 2004, 43, 2392-2395.
  • 26
    • 33646786430 scopus 로고    scopus 로고
    • For other types of rotaxanes and catenanes which feature intercomponent metal-ligand coordination, see: c
    • For other types of rotaxanes and catenanes which feature intercomponent metal-ligand coordination, see: (c) Hutin, M.; Schalley, C. A.; Bernardinelli, G.; Nitschke, J. R. Chem. - Eur. J. 2006, 12, 4069-4076.
    • (2006) Chem. - Eur. J , vol.12 , pp. 4069-4076
    • Hutin, M.1    Schalley, C.A.2    Bernardinelli, G.3    Nitschke, J.R.4
  • 29
    • 4544346646 scopus 로고    scopus 로고
    • For examples of rotaxanes and catenanes which utilize transition metal ions to switch on/off other types of intercomponent interaction, see: (a) Korybut-Daszkiewicz, B, Wiȩckowska, A, Bilewicz, R, Domagaã, S, Woźmak, K. Angew. Chem, Int. Ed. 2004, 43, 1668-1672
    • For examples of rotaxanes and catenanes which utilize transition metal ions to switch on/off other types of intercomponent interaction, see: (a) Korybut-Daszkiewicz, B.; Wiȩckowska, A.; Bilewicz, R.; Domagaã, S.; Woźmak, K. Angew. Chem., Int. Ed. 2004, 43, 1668-1672.
  • 48
    • 36849045857 scopus 로고    scopus 로고
    • 7 at 358 K equilibrium was reached after 60 min (neutral conditions) or 130 min (in the presence of TsOH). For full details of the exchange experiments, see the Supporting Information.
    • 7 at 358 K equilibrium was reached after 60 min (neutral conditions) or 130 min (in the presence of TsOH). For full details of the exchange experiments, see the Supporting Information.
  • 49
    • 85153292454 scopus 로고    scopus 로고
    • For the exchange of various 4-substituted pyridine ligands at the fourth coordination site of Pd-pincer complexes, see: (a) van Manen, H.-J.; Nakashima, K.; Shinkai, S.; Kooijman, H.; Spek, A. L.; van Veggel, F. C. L. M.; Reinhoudt, D. N. Eur. J. Inorg. Chem. 2000, 2533-2540.
    • For the exchange of various 4-substituted pyridine ligands at the fourth coordination site of Pd-pincer complexes, see: (a) van Manen, H.-J.; Nakashima, K.; Shinkai, S.; Kooijman, H.; Spek, A. L.; van Veggel, F. C. L. M.; Reinhoudt, D. N. Eur. J. Inorg. Chem. 2000, 2533-2540.
  • 50
    • 33845453893 scopus 로고    scopus 로고
    • The exchange of DMAP for poly(4-vinylpyridine) at the fourth coordination site of bimetallic Pd- and Pt-pincer complexes has been exploited in the chemoresponsive viscosity switching of a metallo-supramolecular network; see: (b) Loveless, D. M.; Jeon, S. L.; Craig, S. L. J. Mater. Chem. 2007, 17, 56-61.
    • The exchange of DMAP for poly(4-vinylpyridine) at the fourth coordination site of bimetallic Pd- and Pt-pincer complexes has been exploited in the chemoresponsive viscosity switching of a metallo-supramolecular network; see: (b) Loveless, D. M.; Jeon, S. L.; Craig, S. L. J. Mater. Chem. 2007, 17, 56-61.
  • 51
    • 36849037009 scopus 로고    scopus 로고
    • A proton-driven ligand exchange of diethylamine and lutidine coordinated to Pd(II) has previously been reported; see: (a) Hamann, C.; Kern, J.-M.; Sauvage, J.-P. Dalton Trans. 2003, 3770-3775.
    • A proton-driven ligand exchange of diethylamine and lutidine coordinated to Pd(II) has previously been reported; see: (a) Hamann, C.; Kern, J.-M.; Sauvage, J.-P. Dalton Trans. 2003, 3770-3775.
  • 52
    • 4544291470 scopus 로고    scopus 로고
    • For the proton-driven exchange of one amine for another within copper-coordinated imine ligands, see: b
    • For the proton-driven exchange of one amine for another within copper-coordinated imine ligands, see: (b) Nitschke, J. R. Angew. Chem., Int. Ed. 2004, 43, 3073-3075.
    • (2004) Angew. Chem., Int. Ed , vol.43 , pp. 3073-3075
    • Nitschke, J.R.1
  • 57
    • 36849079441 scopus 로고    scopus 로고
    • Cotton, F. A.; Wilkinson, G.; Murillo, C.; Bochmann, M.; Grimes, R.; Murillo, C. A.; Bochmann M. Advanced Inorganic Chemistry: A Comprehensive Text, 6th ed.; John Wiley & Sons: New York, 1999. A contributing reason as to why the proton discriminates DMAP and pyridine better than the Pd-macrocycle complex may be because the proton is charged while the Pd-macrocycle is not. However, since this is not the situation in ref 12a, where proton-driven ligand exchange at Pd(II) also occurs, it is presumably not a major factor in the present system either.
    • (b) Cotton, F. A.; Wilkinson, G.; Murillo, C.; Bochmann, M.; Grimes, R.; Murillo, C. A.; Bochmann M. Advanced Inorganic Chemistry: A Comprehensive Text, 6th ed.; John Wiley & Sons: New York, 1999. A contributing reason as to why the proton discriminates DMAP and pyridine better than the Pd-macrocycle complex may be because the proton is charged while the Pd-macrocycle is not. However, since this is not the situation in ref 12a, where proton-driven ligand exchange at Pd(II) also occurs, it is presumably not a major factor in the present system either.
  • 61
    • 36849088026 scopus 로고    scopus 로고
    • The italicized prefixes DMAP- and Py- denote the position of the macrocycle on the thread in the rotaxane.
    • The italicized prefixes DMAP- and Py- denote the position of the macrocycle on the thread in the rotaxane.
  • 64
    • 36849031411 scopus 로고    scopus 로고
    • The modest yield of rotaxane in the stoppering step is probably a consequence of using a triphenylphosphine-mediated reaction with a Pd-complexed pseudo-rotaxane. Alternative methodologies are currently being investigated
    • The modest yield of rotaxane in the stoppering step is probably a consequence of using a triphenylphosphine-mediated reaction with a Pd-complexed pseudo-rotaxane. Alternative methodologies are currently being investigated.
  • 65
    • 36849046877 scopus 로고    scopus 로고
    • Similar effects have been observed upon increasing the steric bulk about the coordination sphere in other Pd and Pt complexes. For examples, see: (a) Atwood, J. D. Inorganic and Organometallic Reaction Mechanisms, 2nd ed, Wiley-VCH: New York, 1997
    • Similar effects have been observed upon increasing the steric bulk about the coordination sphere in other Pd and Pt complexes. For examples, see: (a) Atwood, J. D. Inorganic and Organometallic Reaction Mechanisms, 2nd ed.; Wiley-VCH: New York, 1997.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.