Expanding the Ligand Framework Diversity of Carbodicarbenes and Direct Detection of Boron Activation in the Methylation of Amines with CO2. Issue 50 (22nd October 2015)

• Record Type: Journal Article
• Authors: Chen, Wen‐Ching; Shen, Jiun‐Shian; Jurca, Titel; Peng, Chun‐Jung; Lin, Yen‐Hsu; Wang, Yi‐Ping; Shih, Wei‐Chih; Yap, Glenn P. A.; Ong, Tiow‐Gan
• Is Part Of: Angewandte Chemie international edition. Volume 54:Issue 50(2015)
• Page Start: 15207
• Page End: 15212
• Publication Date: 2015-10-22
• Subjects: carbene ligands -- carbodicarbenes -- CO2 activation -- ligand design -- organocatalysis; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201507921
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: A simple and convergent synthetic strategy used to increase the diversity of the carbodicarbene ligand framework through incorporation of unsymmetrical pendant groups is reported. Structural analysis and spectroscopic studies of ligands and their Rh complexes are reported. Reactivity studies reveal carbodicarbenes as competent organocatalysts for amine methylation using CO2 as a synthon. A unique BH‐activated boron–carbodicarbene complex was isolated as a reaction intermediate, providing mechanistic insight into the CO2 functionalization process. Abstract : Expanding the family : A simple and convergent synthetic strategy was developed to increase the diversity of the carbodicarbene ligand framework by incorporation of unsymmetrical pendant groups. Reactivity studies revealed that carbodicarbenes are competent organocatalysts for amine methylation using CO2 as a synthon.