Synthesis and structure of an air-stable hypervalent organobismuth (III) perfluorooctanesulfonate and its use as high-efficiency catalyst for Mannich-type reactions in water

Xiaowen Zhang; Shuangfeng Yin; Renhua Qiu; Jun Xia; Weili Dai; Zhenying Yu; Chak Tong Au; Wai Yeung Wong

doi:10.1016/j.jorganchem.2009.07.018

Synthesis and structure of an air-stable hypervalent organobismuth (III) perfluorooctanesulfonate and its use as high-efficiency catalyst for Mannich-type reactions in water

Xiaowen Zhang, Shuangfeng Yin^*, Renhua Qiu, Jun Xia, Weili Dai, Zhenying Yu, Chak Tong Au, Wai Yeung Wong

^*Corresponding author for this work

Department of Chemistry

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

51 Citations (Scopus)

Abstract

An air-stable hypervalent organobismuth (III) perfluorooctanesulfonate was synthesized and characterized by spectroscopic and X-ray crystallographic techniques, and found to exhibit high catalytic efficiency towards one-pot Mannich-type reaction of ketones with aromatic aldehydes and aromatic amines in water. This catalyst also shows good recyclability and reusability. This catalytic system would provide a simple, efficient and 'green' avenue towards the synthesis of β-amino ketones.

Original language	English
Pages (from-to)	3559-3564
Number of pages	6
Journal	Journal of Organometallic Chemistry
Volume	694
Issue number	22
DOIs	https://doi.org/10.1016/j.jorganchem.2009.07.018
Publication status	Published - 15 Oct 2009

Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
Materials Chemistry

User-Defined Keywords

Crystal structure
Mannich
Organobismuth
Perfluorooctanesulfonate
Three-component reaction

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10.1016/j.jorganchem.2009.07.018

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title = "Synthesis and structure of an air-stable hypervalent organobismuth (III) perfluorooctanesulfonate and its use as high-efficiency catalyst for Mannich-type reactions in water",

abstract = "An air-stable hypervalent organobismuth (III) perfluorooctanesulfonate was synthesized and characterized by spectroscopic and X-ray crystallographic techniques, and found to exhibit high catalytic efficiency towards one-pot Mannich-type reaction of ketones with aromatic aldehydes and aromatic amines in water. This catalyst also shows good recyclability and reusability. This catalytic system would provide a simple, efficient and 'green' avenue towards the synthesis of β-amino ketones.",

keywords = "Crystal structure, Mannich, Organobismuth, Perfluorooctanesulfonate, Three-component reaction",

author = "Xiaowen Zhang and Shuangfeng Yin and Renhua Qiu and Jun Xia and Weili Dai and Zhenying Yu and Au, {Chak Tong} and Wong, {Wai Yeung}",

note = "Funding Information: This work was financially supported by the National Science Foundation of China (Nos. 20507005, 20873038, E50725825). X.W. Zhang thanks the municipal engineering key project of {\textquoteleft}11th Five-Year Plan{\textquoteright} of Hunan Province for financial support. C.T. Au and W.Y. Wong thank the Hong Kong Baptist University for financial support (FRG/08-09/II-09). C.T. Au thanks the Hunan University for an adjunct professorship. S.F. Yin thanks Dr. S. Shimada of AIST, Japan for helpful advices. ",

year = "2009",

month = oct,

day = "15",

doi = "10.1016/j.jorganchem.2009.07.018",

language = "English",

volume = "694",

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journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

publisher = "Elsevier",

number = "22",

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Synthesis and structure of an air-stable hypervalent organobismuth (III) perfluorooctanesulfonate and its use as high-efficiency catalyst for Mannich-type reactions in water. / Zhang, Xiaowen; Yin, Shuangfeng; Qiu, Renhua et al.
In: Journal of Organometallic Chemistry, Vol. 694, No. 22, 15.10.2009, p. 3559-3564.

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

TY - JOUR

T1 - Synthesis and structure of an air-stable hypervalent organobismuth (III) perfluorooctanesulfonate and its use as high-efficiency catalyst for Mannich-type reactions in water

AU - Zhang, Xiaowen

AU - Yin, Shuangfeng

AU - Qiu, Renhua

AU - Xia, Jun

AU - Dai, Weili

AU - Yu, Zhenying

AU - Au, Chak Tong

AU - Wong, Wai Yeung

N1 - Funding Information: This work was financially supported by the National Science Foundation of China (Nos. 20507005, 20873038, E50725825). X.W. Zhang thanks the municipal engineering key project of ‘11th Five-Year Plan’ of Hunan Province for financial support. C.T. Au and W.Y. Wong thank the Hong Kong Baptist University for financial support (FRG/08-09/II-09). C.T. Au thanks the Hunan University for an adjunct professorship. S.F. Yin thanks Dr. S. Shimada of AIST, Japan for helpful advices.

PY - 2009/10/15

Y1 - 2009/10/15

N2 - An air-stable hypervalent organobismuth (III) perfluorooctanesulfonate was synthesized and characterized by spectroscopic and X-ray crystallographic techniques, and found to exhibit high catalytic efficiency towards one-pot Mannich-type reaction of ketones with aromatic aldehydes and aromatic amines in water. This catalyst also shows good recyclability and reusability. This catalytic system would provide a simple, efficient and 'green' avenue towards the synthesis of β-amino ketones.

AB - An air-stable hypervalent organobismuth (III) perfluorooctanesulfonate was synthesized and characterized by spectroscopic and X-ray crystallographic techniques, and found to exhibit high catalytic efficiency towards one-pot Mannich-type reaction of ketones with aromatic aldehydes and aromatic amines in water. This catalyst also shows good recyclability and reusability. This catalytic system would provide a simple, efficient and 'green' avenue towards the synthesis of β-amino ketones.

KW - Crystal structure

KW - Mannich

KW - Organobismuth

KW - Perfluorooctanesulfonate

KW - Three-component reaction

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SN - 0022-328X

VL - 694

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ER -

Synthesis and structure of an air-stable hypervalent organobismuth (III) perfluorooctanesulfonate and its use as high-efficiency catalyst for Mannich-type reactions in water

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