Imidazolin‐2‐ylidenaminophosphines as Highly Electron‐Rich Ligands for Transition‐Metal Catalysts. Issue 40 (10th August 2015)

• Record Type: Journal Article
• Authors: Wünsche, Marius A.; Mehlmann, Paul; Witteler, Tim; Buß, Florenz; Rathmann, Patrick; Dielmann, Fabian
• Is Part Of: Angewandte Chemie international edition. Volume 54:Issue 40(2015)
• Page Start: 11857
• Page End: 11860
• Publication Date: 2015-08-10
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201504993
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>A variety of chemical transformations benefit from the use of strong electron‐donating ancillary ligands, such as alkylphosphines or N‐heterocyclic carbenes when electron‐rich metal centers are required. Herein, we describe a facile and highly modular access to monodentate and bidentate imidazolin‐2‐ylidenamino‐substituted phosphines. Evaluation of the phosphine's electronic properties substantiate that the formal replacement of alkyl or aryl groups by imidazolin‐2‐ylidenamino groups dramatically enhance their donor ability beyond that of alkylphosphines and even N‐heterocyclic carbenes. The new phosphines have been coordinated onto palladium(II) centers, and the beneficial effect of the novel substitution patterns has been explored by using the corresponding complexes in the palladium‐catalyzed Suzuki–Miyaura cross‐coupling reaction of non‐activated aryl chloride substrates.</p> </abstract>