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Volumn 9, Issue 3, 2007, Pages 501-503

Hydrogen bonding catalysis operates by charge stabilization in highly polar diels - Alder reactions

Author keywords

[No Author keywords available]

Indexed keywords

ACROLEIN; ALCOHOL DERIVATIVE; BENZALDEHYDE; BENZALDEHYDE DERIVATIVE; METHANOL;

EID: 33847014542     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0629925     Document Type: Article
Times cited : (66)

References (29)
  • 1
    • 4544221552 scopus 로고    scopus 로고
    • Int. Ed, and references therein
    • (a) Pihko, P. M. Angew. Chem., Int. Ed. 2004, 43, 2062-2064 and references therein.
    • (2004) Angew. Chem , vol.43 , pp. 2062-2064
    • Pihko, P.M.1
  • 22
    • 33847084345 scopus 로고    scopus 로고
    • Frisch, M. J. et al. Gaussian 98, revision A.6; Gaussian, Inc.: Pittsburgh, PA, 1998.
    • (g) Frisch, M. J. et al. Gaussian 98, revision A.6; Gaussian, Inc.: Pittsburgh, PA, 1998.
  • 23
    • 33847027974 scopus 로고    scopus 로고
    • Frisch, M. J. et al. Gaussian 03, revision B. 04; Gaussian, Inc.: Pittsburgh, PA, 2003. Full references for Gaussian programs provided in Supporting Information.
    • (h) Frisch, M. J. et al. Gaussian 03, revision B. 04; Gaussian, Inc.: Pittsburgh, PA, 2003. Full references for Gaussian programs provided in Supporting Information.
  • 24
    • 9344258619 scopus 로고    scopus 로고
    • For the 2-MeOH cooperative mode, a stable zwitterionic intermediate could not be located using MP2/6-31G(d). Bakalova, S. M.; Santos, A. G. J. Org. Chem. 2004, 69, 8475-8481. See Supporting Information for MP2 energies for 2-MeOH (cooperative mode) reaction.
    • For the 2-MeOH cooperative mode, a stable zwitterionic intermediate could not be located using MP2/6-31G(d). Bakalova, S. M.; Santos, A. G. J. Org. Chem. 2004, 69, 8475-8481. See Supporting Information for MP2 energies for 2-MeOH (cooperative mode) reaction.
  • 25
    • 84962361532 scopus 로고    scopus 로고
    • Solvation energies were calculated with CPCM/WAKS models: Takano, Y.; Houk, K. N. J. Chem. Theory Comput. 2005, 1, 70-77.
    • Solvation energies were calculated with CPCM/WAKS models: Takano, Y.; Houk, K. N. J. Chem. Theory Comput. 2005, 1, 70-77.
  • 28
    • 1842763826 scopus 로고    scopus 로고
    • Cooperative hydrogen bonds can enhance hydrogen bonding by 20%: (a) Steiner, T
    • Cooperative hydrogen bonds can enhance hydrogen bonding by 20%: (a) Steiner, T. Chem. Commun. 1997, 727-734.
    • (1997) Chem. Commun , pp. 727-734


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