Abstract
We describe Rh(I)-catalyzed carbonylative [2+2+1] cycloaddition reactions of diynes with CO to give cyclopentadienone derivatives (CPDs). Previous reports on the use of neutral rhodium(I) complexes, such as [RhCl(cod)]2 and RhCl(PPh3)3, indicate that no CPD products are formed or that they are produced in low yields, even at elevated temperatures. The reaction described herein, which uses a cationic rhodium(I) complex, [Rh(cod)2]BF4, as a catalyst, proceeds smoothly at room temperature to give cyclopentadienone derivatives. The key to this is the use the cationic rhodium(I) complex as a catalyst, which produces an additional coordination site on the rhodium for the substrate (a diyne) to approach, than neutral rhodium complexes.
Original language | English |
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Pages (from-to) | 1778-1782 |
Number of pages | 5 |
Journal | Asian Journal of Organic Chemistry |
Volume | 9 |
Issue number | 11 |
DOIs | |
State | Published - 2020/11 |
Keywords
- [2+2+1] cycloaddition
- carbon monoxide
- cyclopentadienones
- diynes
- rhodium
ASJC Scopus subject areas
- Organic Chemistry