Precursors to the cyclo[n]carbons: from 3,4-dialkynyl-3-cyclobutene-1,2-diones and 3,4-dialkynyl-3-cyclobutene-1,2-diols to cyclobutenodehydroannulenes and higher oxides of carbon
作者:Yves Rubin、Carolyn B. Knobler、Francois Diederich
DOI:10.1021/ja00160a047
日期:1990.2
downfield resonances of the terminal acetylenic carbon atoms in the sup 13}C NMR spectra of the 3,4-dialkynyl-3-cyclobutene-1,2-diones are discussed. The oxidative Hay coupling of the acetonide of 3,4-diethynyl-3-cyclobutene-1,2-diol or of the bis(ethylene ketal) of 3,4-diethynyl-3-cyclobutene-1,2-dione gave two series of cyclobutenodehydroannulenes with 18pi}-, 24pi}-, and 30pi}-electron perimeters
一系列新型环丁烯脱氢 (n) 环烯 (n = 18, 24, 30) 已被制备为环碳 Csub 18}、Csub 24} 和 Csub 30} 的有机方法的前体。在通往这些大环的道路上,已经开发了三类新烯二炔的合成条目。双(1-丙炔基)环丙烯酮是在 1-(三甲基甲硅烷基)-1-丙炔与三氯环丙烯鎓四氯铝酸盐的反应中制备的。3,4-dialkynyl-3-cyclobutene-1,2-dionines 是通过 3,4-dichloro-3-cyclobutene-1,2-dione 与 (tri-n-butylstannyl) 炔烃在存在下反应制备的催化量的 Pd(PPhsub 3})sub 4} 或与(三烷基甲硅烷基)乙炔的可溶性铜 (I) 乙炔化物。3,4-二炔基-3-环丁烯-1的sup 13}C NMR谱中末端炔碳原子的特殊低场共振,讨论了 2-diones。3,4-二乙炔-3-环丁烯-1