Air-stable hypervalent organobismuth(III) tetrafluoroborate as effective and reusable catalyst for the allylation of aldehyde with tetraallyltin

Xiaowen Zhang; Renhua Qiu; Nianyuan Tan; Shuangfeng Yin; Jun Xia; Shenglian Luo; Chak-Tong Au

doi:10.1016/j.tetlet.2009.10.104

Air-stable hypervalent organobismuth(III) tetrafluoroborate as effective and reusable catalyst for the allylation of aldehyde with tetraallyltin

Xiaowen Zhang, Renhua Qiu, Nianyuan Tan, Shuangfeng Yin^*, Jun Xia, Shenglian Luo, Chak-Tong Au

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Journal article › peer-review

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Abstract

Air-stable hypervalent organobismuth(III) tetrafluoroborate (C₆H₁₁N(CH₂C₆H₄)₂BiBF₄) was synthesized and characterized by spectroscopic and X-ray crystallographic techniques. The compound shows good catalytic efficiency in the allylation reaction of different aldehydes with tetraallyltin in a medium of aqueous methanol, giving the corresponding homoallylic alcohols in excellent chemoselectivity and yields.

Original language	English
Pages (from-to)	153-156
Number of pages	4
Journal	Tetrahedron Letters
Volume	51
Issue number	1
Early online date	27 Oct 2009
DOIs	https://doi.org/10.1016/j.tetlet.2009.10.104
Publication status	Published - Jan 2010

Scopus Subject Areas

Biochemistry
Drug Discovery
Organic Chemistry

User-Defined Keywords

Organobismuth
Tetrafluoroborate
Lewis acid
Catalysis
Allylation

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10.1016/j.tetlet.2009.10.104

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title = "Air-stable hypervalent organobismuth(III) tetrafluoroborate as effective and reusable catalyst for the allylation of aldehyde with tetraallyltin",

abstract = "Air-stable hypervalent organobismuth(III) tetrafluoroborate (C6H11N(CH2C6H4)2BiBF4) was synthesized and characterized by spectroscopic and X-ray crystallographic techniques. The compound shows good catalytic efficiency in the allylation reaction of different aldehydes with tetraallyltin in a medium of aqueous methanol, giving the corresponding homoallylic alcohols in excellent chemoselectivity and yields.",

keywords = "Organobismuth, Tetrafluoroborate, Lewis acid, Catalysis, Allylation",

author = "Xiaowen Zhang and Renhua Qiu and Nianyuan Tan and Shuangfeng Yin and Jun Xia and Shenglian Luo and Chak-Tong Au",

note = "Funding Information: This work was financially supported by the National Science Foundation of China (Nos. 20507005 and 20873038 ) and the National 863 Program of China ( 2009AA05Z319 ). C.-T. Au thanks the Hunan University for an adjunct professorship. ",

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T1 - Air-stable hypervalent organobismuth(III) tetrafluoroborate as effective and reusable catalyst for the allylation of aldehyde with tetraallyltin

AU - Zhang, Xiaowen

AU - Qiu, Renhua

AU - Tan, Nianyuan

AU - Yin, Shuangfeng

AU - Xia, Jun

AU - Luo, Shenglian

AU - Au, Chak-Tong

N1 - Funding Information: This work was financially supported by the National Science Foundation of China (Nos. 20507005 and 20873038 ) and the National 863 Program of China ( 2009AA05Z319 ). C.-T. Au thanks the Hunan University for an adjunct professorship.

PY - 2010/1

Y1 - 2010/1

N2 - Air-stable hypervalent organobismuth(III) tetrafluoroborate (C6H11N(CH2C6H4)2BiBF4) was synthesized and characterized by spectroscopic and X-ray crystallographic techniques. The compound shows good catalytic efficiency in the allylation reaction of different aldehydes with tetraallyltin in a medium of aqueous methanol, giving the corresponding homoallylic alcohols in excellent chemoselectivity and yields.

AB - Air-stable hypervalent organobismuth(III) tetrafluoroborate (C6H11N(CH2C6H4)2BiBF4) was synthesized and characterized by spectroscopic and X-ray crystallographic techniques. The compound shows good catalytic efficiency in the allylation reaction of different aldehydes with tetraallyltin in a medium of aqueous methanol, giving the corresponding homoallylic alcohols in excellent chemoselectivity and yields.

KW - Organobismuth

KW - Tetrafluoroborate

KW - Lewis acid

KW - Catalysis

KW - Allylation

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DO - 10.1016/j.tetlet.2009.10.104

M3 - Journal article

AN - SCOPUS:70649101304

SN - 0040-4039

VL - 51

SP - 153

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JO - Tetrahedron Letters

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IS - 1

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Air-stable hypervalent organobismuth(III) tetrafluoroborate as effective and reusable catalyst for the allylation of aldehyde with tetraallyltin

Abstract

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