One-pot desilylation/dimerization of ethynyl- and butadiynyltrimethylsilanes. Synthesis of tetrayne-linked dehydrobenzoannulenes

Tetrahedron Letters

Volumn 38, Issue 43, 1997, Pages 7483-7486

  Haley, Michael M ^a   Bell, Michael L ^a   Brand, Stephen C ^a   Kimball, David B ^a   Pak, Joshua J ^a   Wan, W Brad ^a  

^a UNIVERSITY OF OREGON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

MACROCYCLIC COMPOUND;

ARTICLE; DRUG SYNTHESIS; IN VITRO STUDY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS; SPECTROPHOTOMETRY; STEREOCHEMISTRY;

EID: 0030812228     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01796-6     Document Type: Article

References (27)

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18. (a) 1a-b were purchased from Aldrich Chemical Co.;
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21. Addition of butadiynylsilanes 1d and 3a-b occurred via syringe pump in order to minimize concentration and thus restrict polymerization of the reactive acetylenes.
22. 2a-b: , page 221; 2c: Whitlock, B.J.; Whitlock, H.W. J. Org. Chem. 1972, 37, 3559; 2d: Ogawa, T.; Sotelo, M.; Burillo, G.; Marvel, C.S. J. Polym. Sci., Part C: Polym. Lett. 1989, 27, 167.
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24. +), 154 (100).
25. To date, we have been unable to grow suitable crystals for X-ray diffraction studies. The non-planarity of 5a-b is assumed based on the wealth of data for similar tetrabenzo-annelated structures. b, a.
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