Ruthenium-Catalyzed One-Step Transformation of Propargylic Alcohols into Alkylidene Cyclobutenes: X-ray Characterization of an Ru(η3 -cyclobutenyl) Intermediate

Jacques Le Paih; Sylvie Dérien; Christian Bruneau; Bernard Demerseman; Loïc Toupet; Pierre H Dixneuf

doi:10.1002/1521-3773(20010803)40:15<2912::AID-ANIE2912>3.0.CO;2-R

Ruthenium-Catalyzed One-Step Transformation of Propargylic Alcohols into Alkylidene Cyclobutenes: X-ray Characterization of an Ru(η³ -cyclobutenyl) Intermediate

Angew Chem Int Ed Engl. 2001 Aug 3;40(15):2912-2915. doi: 10.1002/1521-3773(20010803)40:15<2912::AID-ANIE2912>3.0.CO;2-R.

Authors

Jacques Le Paih¹, Sylvie Dérien¹, Christian Bruneau¹, Bernard Demerseman¹, Loïc Toupet², Pierre H Dixneuf¹

Affiliations

¹ Institut de Chimie de Rennes UMR 6509 CNRS-Université de Rennes Organométalliques et Catalyse Campus de Beaulieu, 35042 Rennes (France) Fax: (+33) 2-99286939.
² Groupe Matière Condensée et Matériaux UMR 6626 CNRS-Université de Rennes Campus de Beaulieu, 35042 Rennes (France).

PMID: 29711974
DOI: 10.1002/1521-3773(20010803)40:15<2912::AID-ANIE2912>3.0.CO;2-R

Abstract

The precatalyst [Cp*RuCl(cod)] promotes the head-to-head cyclodimerization of propargylic alcohols and the formation of novel alkylidene cyclobutenes (see scheme; Cp*=C₅ Me₅ , cod=1,5-cyclooctadiene) by addition of carboxylic acid to the Ru(η⁴ -cyclobutadiene) intermediate and dehydration.

Keywords: alkynes; cyclobutenes; homogeneous catalysis; ruthenium.