Synthesis and structure of an air-stable organobismuth triflate complex and its use as a high-efficiency catalyst for the ring opening of epoxides in aqueous media with aromatic amines

Nianyuan Tan; Shuangfeng Yin; Yuefang Li; Renhua Qiu; Zhengong Meng; Xingxing Song; Shenglian Luo; Chak Tong Au; Wai Yeung Wong

doi:10.1016/j.jorganchem.2010.12.035

Synthesis and structure of an air-stable organobismuth triflate complex and its use as a high-efficiency catalyst for the ring opening of epoxides in aqueous media with aromatic amines

Nianyuan Tan, Shuangfeng Yin, Yuefang Li, Renhua Qiu, Zhengong Meng, Xingxing Song, Shenglian Luo, Chak Tong Au, Wai Yeung Wong

Research output: Journal article publication › Journal article › Academic research › peer-review

43 Citations (Scopus)

Abstract

An air-stable organobismuth triflate complex with a novel 5,6,7,12-tetrahydrodibenzo[c,f]-[1,5]oxabismocine framework was synthesized and characterized by spectroscopic and single-crystal X-ray diffraction techniques. The organobismuth framework is cationic, and the complex shows relatively strong Lewis acidity (0.8 < Ho≤ 3.3). It was found to exhibit high catalytic activity towards the ring-opening reaction of epoxides in aqueous media with aromatic amines at room temperature. This catalyst shows good stability, recyclability and reusability. The catalytic system affords a simple and efficient method for the synthesis of β-amino alcohols.

Original language	English
Pages (from-to)	1579-1583
Number of pages	5
Journal	Journal of Organometallic Chemistry
Volume	696
Issue number	8
DOIs	https://doi.org/10.1016/j.jorganchem.2010.12.035
Publication status	Published - 15 Apr 2011
Externally published	Yes

Keywords

β-Amino alcohol
5,6,7,12-tetrahydrodibenzo[c,f][1,5]oxabismocine framework
Cationic organobismuth complex
Epoxide
Ring-opening reaction

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
Materials Chemistry

More information

10.1016/j.jorganchem.2010.12.035

Cite this

Tan, N., Yin, S., Li, Y., Qiu, R., Meng, Z., Song, X., Luo, S., Au, C. T., & Wong, W. Y. (2011). Synthesis and structure of an air-stable organobismuth triflate complex and its use as a high-efficiency catalyst for the ring opening of epoxides in aqueous media with aromatic amines. Journal of Organometallic Chemistry, 696(8), 1579-1583. https://doi.org/10.1016/j.jorganchem.2010.12.035

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title = "Synthesis and structure of an air-stable organobismuth triflate complex and its use as a high-efficiency catalyst for the ring opening of epoxides in aqueous media with aromatic amines",

abstract = "An air-stable organobismuth triflate complex with a novel 5,6,7,12-tetrahydrodibenzo[c,f]-[1,5]oxabismocine framework was synthesized and characterized by spectroscopic and single-crystal X-ray diffraction techniques. The organobismuth framework is cationic, and the complex shows relatively strong Lewis acidity (0.8 < Ho≤ 3.3). It was found to exhibit high catalytic activity towards the ring-opening reaction of epoxides in aqueous media with aromatic amines at room temperature. This catalyst shows good stability, recyclability and reusability. The catalytic system affords a simple and efficient method for the synthesis of β-amino alcohols.",

keywords = "β-Amino alcohol, 5,6,7,12-tetrahydrodibenzo[c,f][1,5]oxabismocine framework, Cationic organobismuth complex, Epoxide, Ring-opening reaction",

author = "Nianyuan Tan and Shuangfeng Yin and Yuefang Li and Renhua Qiu and Zhengong Meng and Xingxing Song and Shenglian Luo and Au, {Chak Tong} and Wong, {Wai Yeung}",

year = "2011",

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day = "15",

doi = "10.1016/j.jorganchem.2010.12.035",

language = "English",

volume = "696",

pages = "1579--1583",

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Tan, N, Yin, S, Li, Y, Qiu, R, Meng, Z, Song, X, Luo, S, Au, CT & Wong, WY 2011, 'Synthesis and structure of an air-stable organobismuth triflate complex and its use as a high-efficiency catalyst for the ring opening of epoxides in aqueous media with aromatic amines', Journal of Organometallic Chemistry, vol. 696, no. 8, pp. 1579-1583. https://doi.org/10.1016/j.jorganchem.2010.12.035

Synthesis and structure of an air-stable organobismuth triflate complex and its use as a high-efficiency catalyst for the ring opening of epoxides in aqueous media with aromatic amines. / Tan, Nianyuan; Yin, Shuangfeng; Li, Yuefang et al.
In: Journal of Organometallic Chemistry, Vol. 696, No. 8, 15.04.2011, p. 1579-1583.

Research output: Journal article publication › Journal article › Academic research › peer-review

TY - JOUR

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AU - Tan, Nianyuan

AU - Yin, Shuangfeng

AU - Li, Yuefang

AU - Qiu, Renhua

AU - Meng, Zhengong

AU - Song, Xingxing

AU - Luo, Shenglian

AU - Au, Chak Tong

AU - Wong, Wai Yeung

PY - 2011/4/15

Y1 - 2011/4/15

N2 - An air-stable organobismuth triflate complex with a novel 5,6,7,12-tetrahydrodibenzo[c,f]-[1,5]oxabismocine framework was synthesized and characterized by spectroscopic and single-crystal X-ray diffraction techniques. The organobismuth framework is cationic, and the complex shows relatively strong Lewis acidity (0.8 < Ho≤ 3.3). It was found to exhibit high catalytic activity towards the ring-opening reaction of epoxides in aqueous media with aromatic amines at room temperature. This catalyst shows good stability, recyclability and reusability. The catalytic system affords a simple and efficient method for the synthesis of β-amino alcohols.

AB - An air-stable organobismuth triflate complex with a novel 5,6,7,12-tetrahydrodibenzo[c,f]-[1,5]oxabismocine framework was synthesized and characterized by spectroscopic and single-crystal X-ray diffraction techniques. The organobismuth framework is cationic, and the complex shows relatively strong Lewis acidity (0.8 < Ho≤ 3.3). It was found to exhibit high catalytic activity towards the ring-opening reaction of epoxides in aqueous media with aromatic amines at room temperature. This catalyst shows good stability, recyclability and reusability. The catalytic system affords a simple and efficient method for the synthesis of β-amino alcohols.

KW - β-Amino alcohol

KW - 5,6,7,12-tetrahydrodibenzo[c,f][1,5]oxabismocine framework

KW - Cationic organobismuth complex

KW - Epoxide

KW - Ring-opening reaction

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DO - 10.1016/j.jorganchem.2010.12.035

M3 - Journal article

SN - 0022-328X

VL - 696

SP - 1579

EP - 1583

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

IS - 8

ER -

Synthesis and structure of an air-stable organobismuth triflate complex and its use as a high-efficiency catalyst for the ring opening of epoxides in aqueous media with aromatic amines

Abstract

Keywords

ASJC Scopus subject areas

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