Shape-persistent cyclyne-type azamacrocycles: Synthesis, unusual light-emitting characteristics, and specific recognition of the Sb(V) ion

Tetrahedron Letters

Volumn 44, Issue 7, 2003, Pages 1469-1472

  Kobayashi, Shigeya ^a   Yamaguchi, Yoshihiro ^a   Wakamiya, Tateaki ^a   Matsubara, Yoshio ^a   Sugimoto, Kunihisa ^b   Yoshida, Zen Ichi ^a  

^a KINKI UNIVERSITY   (Japan)

^b RIGAKU CORPORATION   (Japan)

Author keywords

Antimony pentachloride; Azamacrocycles; Coupling reaction; Molecular recognition

Indexed keywords

ALKYNE; ANTIMONY DERIVATIVE; CYCLYNE DERIVATIVE; MACROCYCLIC COMPOUND; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; COMPLEX FORMATION; CRYSTAL STRUCTURE; CYCLIZATION; LIGHT; MOLECULAR RECOGNITION; SYNTHESIS;

ARENE;

EID: 0037429066     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)02829-0     Document Type: Article

References (13)

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2. Yamaguchi Y., Kobayashi S., Amita N., Wakamiya T., Matsubara Y., Sugimoto K., Yoshida Z. Tetrahedron Lett. 43:2002;3277-3280.
3. The carbocyclic system of 3 was reported by Oda and co-workers. See: Kawase T., Ueda N., Darabi H.R., Oda M. Angew. Chem., Int. Ed. Engl. 35:1996;1556-1557.
4. For a review, see: Sonogashira K. Trost B.M., Fleming I. Comprehensive Organic Synthesis. 3:1991;521-549 Pergamon, Oxford.
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6. 4 602.2206, found 602.2181.
7. int=0.075), 261 variables [I>2σ(I)].
8. Similar angle strain at the triple bonds was observed in [2.2.2.2]metacyclophane-1,9,17,25-tetrayne (see Ref. 3).
9. 2): δ 9.59 (2H, t, J=1.2 Hz), 8.58 (2H, t, J=8.0 Hz), 8.40 (4H, d, J=1.2 Hz), 7.99 (4H, d, J=8.0 Hz).
10. Fluorescence spectrum of this complex does not change after one week at ambient temperature in the dark.
11. Klapötke T.M., Nöth H., Schütt T., Suter M., Warchhold M. Z. Anorg. Allg. Chem. 627:2001;1582-1588.
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13. Yamaguchi S., Swager T.M. J. Am. Chem. Soc. 123:2001;12087-12088.