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An organoantimony complex with intramolecular N → Sb coordination as effective and recyclable catalyst for the allylation of aldehydes with tetraallyltin

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Abstract An air-stable hypervalent organoantimony (III) triflate complex (PhN(CH 2 C 6 H 4 ) 2 SbOSO 2 CF 3 ) having intramolecular N → Sb coordination was synthesized and characterized by… Click to show full abstract

Abstract An air-stable hypervalent organoantimony (III) triflate complex (PhN(CH 2 C 6 H 4 ) 2 SbOSO 2 CF 3 ) having intramolecular N → Sb coordination was synthesized and characterized by techniques such as 1 H NMR, 13 C NMR, TG-DSC, X-ray diffraction and elemental analysis. The complex shows relatively strong Lewis acidity (0.8  H o  ≤ 3.3). It exhibits excellent catalytic performance towards the allylation of aldehydes with tetraallyltin at room temperature, and shows good thermal stability and recyclability. The catalytic system enables convenient and efficient synthesis of homoallylic alcohols.

Keywords: aldehydes tetraallyltin; intramolecular coordination; allylation aldehydes; organoantimony complex

Journal Title: Tetrahedron Letters
Year Published: 2017

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