The Journal of Organic Chemistry

Bimane Acetylenes and Diacetylenes. Bimanes. 33

EM Kosower, M Ben-Shoshan

Index: Kosower, Edward M.; Ben-Shoshan, Marcia Journal of Organic Chemistry, 1996 , vol. 61, # 17 p. 5871 - 5884

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Citation Number: 6

Abstract

Two series (4, 6-dihydro and 4, 6-dimethyl) of syn-bimanes [1, 5-diazabicyclo [3.3. 0] octa-3, 6-diene-2, 8-diones] have been converted to acetylene and diacetylene derivatives. Their chemical and photophysical properties are reported. The 3-(and 6-) iodo (diiodo) derivatives are the best choices for Stille or Heck condensations with acetylenes or acrylates. Desilylation of (trimethylsilyl) acetylenes is best carried out with silver nitrate followed by ...