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Volumn 46, Issue 9, 2005, Pages 1441-1445

Hammett 13C NMR and X-ray studies of π-allylpalladium phosphinooxazoline chiral ligand complexes

Author keywords

Asymmetric catalysis; Hammett analysis; N,P ligands; Palladium; Allyl complexes

Indexed keywords

CARBON; LIGAND; OXAZOLINE DERIVATIVE; PALLADIUM COMPLEX;

EID: 13444293320     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.01.032     Document Type: Article
Times cited : (14)

References (30)
  • 12
    • 85030819715 scopus 로고    scopus 로고
    • See Supplementary material for experimental procedures and full characterization data
    • See Supplementary material for experimental procedures and full characterization data
  • 16
    • 85030824204 scopus 로고    scopus 로고
    • note
    • The exo:endo ratio for the chloro-substituted complex (2f) was determined from only two resolved peaks to due to increased spectral overlap (data not shown). Furthermore, the 83:17 ratio is not statistically different (based on a standard deviation of the average of 2.0%) from the other ratios
  • 17
    • 85030823028 scopus 로고    scopus 로고
    • 3 see Refs. 1 and 8
    • 3 see Refs. 1 and 8
  • 21
    • 85030821622 scopus 로고    scopus 로고
    • The pathway leading to the minor enantiomer is not known. If the preference for nucleophilic attack trans to phosphorus is essentially complete as suggested by work with unsymmetrical allyl substrates (see Ref. 8), then it becomes an issue of reactivity alone (exo vs endo) rather than selectivity (attack trans to N vs P)
    • The pathway leading to the minor enantiomer is not known. If the preference for nucleophilic attack trans to phosphorus is essentially complete as suggested by work with unsymmetrical allyl substrates (see Ref. 8), then it becomes an issue of reactivity alone (exo vs endo) rather than selectivity (attack trans to N vs P)
  • 22
    • 85030818453 scopus 로고    scopus 로고
    • 13C NMR shifts than the minor exo complex (24 ppm vs 18 ppm). For similar examples see Ref. 9
    • 13C NMR shifts than the minor exo complex (24 ppm vs 18 ppm). For similar examples see Ref. 9
  • 24
    • 85030819001 scopus 로고    scopus 로고
    • note
    • 2 > 0.96, data not shown) as would be expected with an added degree of freedom but provided no additional insights
  • 25
    • 85030829637 scopus 로고    scopus 로고
    • data_request@ccdc.cam.ac.uk, or by contacting The Cambridge Crystallographic Data Centre, 12, Union Road, Cambridge CB2 1EZ, UK; fax: +44 1223 336033
    • -3. Programs used: structure solution: SIR92 (Altomare, A.; Cascarano, G.; Giacovazzo, G.; Guagliardi, A.; Burla, M. C.; Polidori, G.; Camalli, M. J. Appl. Cryst. 1994, 27, 435), structure refinement: CRYSTALS (Watkin, D. J.; Prout, C. K.; Carruthers, J. R.; Betteridge, P. W.; Cooper, R. I. Crystals, Issue 11, Chemical Crystallography Laboratory, Oxford, UK, 2001), weighting scheme: Prince modified Chebychev polynomial (Watkin, D. J. Acta Crystallogr. Sect. A, 1994, 50, 411; Prince, E. Mathematical Techniques in Crystallography and Materials Science; Springer: New York, 1982).
  • 26
    • 0000604488 scopus 로고
    • -3. Programs used: structure solution: SIR92 (Altomare, A.; Cascarano, G.; Giacovazzo, G.; Guagliardi, A.; Burla, M. C.; Polidori, G.; Camalli, M. J. Appl. Cryst. 1994, 27, 435), structure refinement: CRYSTALS (Watkin, D. J.; Prout, C. K.; Carruthers, J. R.; Betteridge, P. W.; Cooper, R. I. Crystals, Issue 11, Chemical Crystallography Laboratory, Oxford, UK, 2001), weighting scheme: Prince modified Chebychev polynomial (Watkin, D. J. Acta Crystallogr. Sect. A, 1994, 50, 411; Prince, E. Mathematical Techniques in Crystallography and Materials Science; Springer: New York, 1982).
    • (1994) Appl. Cryst. , vol.27 , pp. 435
    • Altomare, A.1    Cascarano, G.2    Giacovazzo, G.3    Guagliardi, A.4    Burla, M.C.5    Polidori, G.6    Camalli, M.J.7
  • 27
    • 13444253647 scopus 로고    scopus 로고
    • Chemical Crystallography Laboratory, Oxford, UK
    • -3. Programs used: structure solution: SIR92 (Altomare, A.; Cascarano, G.; Giacovazzo, G.; Guagliardi, A.; Burla, M. C.; Polidori, G.; Camalli, M. J. Appl. Cryst. 1994, 27, 435), structure refinement: CRYSTALS (Watkin, D. J.; Prout, C. K.; Carruthers, J. R.; Betteridge, P. W.; Cooper, R. I. Crystals, Issue 11, Chemical Crystallography Laboratory, Oxford, UK, 2001), weighting scheme: Prince modified Chebychev polynomial (Watkin, D. J. Acta Crystallogr. Sect. A, 1994, 50, 411; Prince, E. Mathematical Techniques in Crystallography and Materials Science; Springer: New York, 1982).
    • (2001) Crystals , Issue.11
    • Watkin, D.J.1    Prout, C.K.2    Carruthers, J.R.3    Betteridge, P.W.4    Cooper, R.I.5
  • 28
    • 84977306390 scopus 로고
    • -3. Programs used: structure solution: SIR92 (Altomare, A.; Cascarano, G.; Giacovazzo, G.; Guagliardi, A.; Burla, M. C.; Polidori, G.; Camalli, M. J. Appl. Cryst. 1994, 27, 435), structure refinement: CRYSTALS (Watkin, D. J.; Prout, C. K.; Carruthers, J. R.; Betteridge, P. W.; Cooper, R. I. Crystals, Issue 11, Chemical Crystallography Laboratory, Oxford, UK, 2001), weighting scheme: Prince modified Chebychev polynomial (Watkin, D. J. Acta Crystallogr. Sect. A, 1994, 50, 411; Prince, E. Mathematical Techniques in Crystallography and Materials Science; Springer: New York, 1982).
    • (1994) Acta Crystallogr. Sect. A , vol.50 , pp. 411
    • Watkin, D.J.1
  • 29
    • 0019911174 scopus 로고
    • Springer: New York
    • -3. Programs used: structure solution: SIR92 (Altomare, A.; Cascarano, G.; Giacovazzo, G.; Guagliardi, A.; Burla, M. C.; Polidori, G.; Camalli, M. J. Appl. Cryst. 1994, 27, 435), structure refinement: CRYSTALS (Watkin, D. J.; Prout, C. K.; Carruthers, J. R.; Betteridge, P. W.; Cooper, R. I. Crystals, Issue 11, Chemical Crystallography Laboratory, Oxford, UK, 2001), weighting scheme: Prince modified Chebychev polynomial (Watkin, D. J. Acta Crystallogr. Sect. A, 1994, 50, 411; Prince, E. Mathematical Techniques in Crystallography and Materials Science; Springer: New York, 1982).
    • (1982) Mathematical Techniques in Crystallography and Materials Science
    • Prince, E.1


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