Synthesis of Phenols from Metal-Carbynes and Diynes.
Abstract
Metal-carbynes RC-M(CO)4BrTriple bond) with diacetylenes give specific phenols in good yield. The reactions take only a few minutes at or below room temperature. Metal-carbynes, unlike metal-carbenes, have rarely been considered reagents for organic synthesis although those illustrated by structre 1 have been known for a dozen years and are fairly easy to prepare. We reported recently that a number of tungsten metal-carbynes, by polymerizing a variety of acetylenes and cyclic alkenes, behave as though they were reactive metal-carbenes. We are reporting here that, as illustrated in equation 1, they combine stoichiometrically with a variety of diacetylenes to give specific phenols in a seemingly general process that is simple to carry out. Originator supplied keywords include: Acetylenes, Metal-Carbynes, Metallacycles, Polyacetylenes.
Document Details
- Document Type
- Technical Report
- Publication Date
- Mar 07, 1985
- Accession Number
- ADA151913
Entities
People
- T. J. Katz
- T. M. Sivavec
Organizations
- Columbia University