Phencyclone Diels-Alder adducts as a new crystalline host. Role of C- H···π and C-H···O interactions

Tetrahedron Letters

Volumn 39, Issue 52, 1998, Pages 9751-9754

  Eto, Masashi ^a   Setoguchi, Koji ^a   Harada, Akiko ^a   Sugiyama, Eri ^a   Harano, Kazunobu ^a  

^a KUMAMOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

MALEIMIDE DERIVATIVE; NORBORNENE DERIVATIVE; PHENCYCLIDINE DERIVATIVE;

ARTICLE; COMPLEX FORMATION; CRYSTAL STRUCTURE; CRYSTALLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; MOLECULAR INTERACTION;

EID: 0032564551     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)02283-7     Document Type: Article

References (16)

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5. 3. The host compound was dissolved under heating in a minimum amount of a guest solvent. The solution was allowed to cool in a water bath to ensure crystallization of the inclusion compounds. After standing for several days at 25±3°C, the crystals were collected by suction filtration and dried.
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12. 1H NMR integration is 60:40. Similar upfield shift of methyl protons (δ -0.03) was observed in the major atropisomer (A) of 1c (A:B=55:45). These upfield shifts are ascribable to a shielding effect of the phenanthrene ring current, suggesting that a C-H···πn interaction between the naphthyl or methyl proton and the phenanthrene ring is operative. b) 2a-A:2a-B=33:67
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