Construction of new [2]pseudorotaxanes by hydrogen bonding assembly of macrocyclic tetrathiolactam with amides and an ester

Tetrahedron Letters

Volumn 45, Issue 24, 2004, Pages 4603-4606

  Inoue, Yoshihiko ^a   Kanbara, Takaki ^a   Yamamoto, Takakazu ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

Hydrogen bond; Macrocycle; Pseudorotaxane; Thioamide; Thionation

Indexed keywords

AMIDE; ESTER; LACTAM DERIVATIVE; MACROCYCLIC COMPOUND; TAXANE DERIVATIVE;

ARTICLE; CHEMICAL INTERACTION; CHEMICAL STRUCTURE; CRYSTAL STRUCTURE; HYDROGEN BOND; MASS SPECTROMETRY; PROTON NUCLEAR MAGNETIC RESONANCE; X RAY CRYSTALLOGRAPHY;

EID: 2442678804     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.04.114     Document Type: Article

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23. 4: C, 60.17; H, 4.38; N, 14.03; S, 21.42%. Found: C, 60.81; H, 4.50; N, 14.08; S, 20.70%
24. -1, T=113 K, F (0 0 0)=708, 26100 reflections measured, 4080 unique, 3037 observed (I>3σ(I)), 236 valuables, R1=0.039, Rw=0.055
25. 1H NMR spectrum of 9 could not be assigned because of broad signals even at 223 K
26. The downfield shift of the N-H signal is consistent with the presence of a hydrogen-bonding interaction
27. -1, T=113 K, F (0 0 0)=404, 13252 reflections measured, 3925 unique, 2919 observed (I>3σ(I)), 255 valuables, R1=0.055, Rw=0.082
28. -1, T=113 K, F (0 0 0)=406, 13680 reflections measured, 3986 unique, 1810 observed (I>3σ(I)), 256 valuables, R1=0.065, Rw=0.081
29. -1, T=113 K, F (0 0 0)=1632, 30236 reflections measured, 4635 unique, 2246 observed (I>3σ(I)), 260 valuables, R1=0.111, Rw=0.123