Tuning the Selectivity of AuPd Nanoalloys towards Selective Dehydrogenative Alkyne Silylation

• Published in: Chemistry : a European journal Vol. 25; no. 23; pp. 5870 - 5874
• Main Authors: Wissing, Maren, Studer, Armido
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 23.04.2019; Wiley Subscription Services, Inc
• Subjects: Air temperature; Alkynes; Amines; AuPd nanoparticles; Catalysts; Chemistry; Chemistry, Multidisciplinary; Coupling; cross-dehydrogenative coupling; Dehydrogenation; Functional groups; Gold; heterogeneous catalysis; Intermetallic compounds; Nanoalloys; Nanoparticles; Palladium; Photochemicals; photochemistry; Physical Sciences; Science & Technology; Selectivity; nanoalloys; GOLD NANOPARTICLES; OXIDATION; heterogeneous catalysis; ALKYNYLSILANES; HYDROSILANES; TERMINAL ALKYNES; THIOPHENE; NANOPARTICLE CATALYSTS; photochemistry; COUPLING REACTIONS; CYCLOISOMERIZATION; AuPd nanoparticles; DERIVATIVES; cross-dehydrogenative coupling
• ISSN: 0947-6539; 1521-3765
• DOI: 10.1002/chem.201900493

The cross‐dehydrogenative coupling of terminal alkynes and hydrosilanes catalyzed by AuPd nanoalloys is described. Metal nanoparticles are readily prepared in 15 minutes from commercially available and cheap starting materials by using a photochemical approach. The ratio of Au and Pd in the alloys heavily influences their reactivity. These cooperative nanoalloy catalysts tolerate a large number of functional groups (e.g., free amines and acids), operate at room temperature under air atmosphere at low loading (2 mol %), and the cross‐dehydrogenative coupling can easily be scaled up. Two is better than one! Cross‐dehydrogenative coupling (CDC) of terminal alkynes and hydrosilanes catalyzed by AuPd nanoalloys is reported. Au nanoparticles do not catalyze that transformation, but the alloys with cooperatively interacting Au and Pd metals show good activity. Various functional groups are tolerated and these CDC work at room temperature under air atmosphere (see scheme).