PREPARATION AND CHEMISTRY OF PHI(+)C=CI(+)PH.(2-)OTF, BIS[PHENYL[[(TRIFLUOROMETHYL)SULFONYL]OXY]IODO]ACETYLENE, A NOVEL DIFUNCTIONAL ACETYLENE, BIS(IODONIUM) SPECIES AND A STABLE C2-TRANSFER AGENT

被引：84

作者：

STANG, PJ

ZHDANKIN, VV

机构：

[1] Department of Chemistry, University of Utah, Salt Lake City

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1991年 / 113卷 / 12期

关键词：

D O I：

10.1021/ja00012a028

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The title compound 2 is readily prepared as a stable microcrystalline solid from bis(tri-n-butylstannyl)acetylene and PhICN.OTf. It was fully characterized by multinuclear NMR, IR, and elemental analysis. As expected, the electron-deficient acetylene 2 reacts with a number of nucleophiles (e.g., Ph3P, PhSNa, and PhOLi) providing a variety of bifunctionalized acetylenes 5, 6, 7, and 9. It also undergoes cycloaddition reactions with cyclopentadiene, furan, and other 1,3-dienes to afford useful bis(iodonium)norbornadiene-type adducts 12-14.

引用

页码：4571 / 4576

页数：6

共 57 条

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