Synthesis of Unsymmetrical Diarylmethanes by Cross-Coupling between Aryl Triflates and Tetrabutylammonium Difluorotribenzylstannate

Abstract

The benzylation of aryl triflates can be achieved by cross-coupling between aryl triflates and the new hypervalent tin reagent (n-Bu(4)N)(+)(Bn(3)SnF(2))(-).

Synthetic methodologies of achiral diarylmethanols, diaryl and triarylmethanes (TRAMs) and medicinal properties of diaryl and triarylmethanes-an overview

“…46) with aryl triates for the preparation of unsymmetrical diarylmethanes (Scheme 61). 85 Small amount (less than 10%) of the homocoupling products (biaryls and diaryl ethanes) was formed. The authors observed the completion of the reaction varied (within 1 min to 2 h) depending on the nature of the substrates.…”

Preparation and reactions of water stable hypervalent 10‐Sn‐5 allyl ate complexes

“…Although examples are still limited, hypervalent tin is also gradually finding a place as a group of reagents useful for organic synthesis. Notable examples are as an anhydrous source of fluoride [8], and as aryl and alkyl donors in cross coupling reactions [9]. As for allylation reactions, there is little precedence, and the only examples we are aware of are the uses of ate complexes, bearing tartaric ester ligands generated in situ, in asymmetric allylation reactions [10,11].…”

Cocatalysis in phase-transfer catalyzed fluorination of alkyl halides and sulfonates

“…The main field of application of these salts are Pd catalyzed coupling reactions with aryl halides or triflates [16]. In these reactions Scheme 11.…”