Bismuth Compounds in Organic Synthesis. Synthesis of Resorcinarenes using Bismuth Triflate

Ram S. Mohan; Katherine E. Peterson; Russell C. Smith

Bismuth Compounds in Organic Synthesis. Synthesis of Resorcinarenes using Bismuth Triflate

Ram S. Mohan, Katherine E. Peterson, Russell C. Smith

Illinois Wesleyan University

Research output: Journal Article › Article › peer-review

Abstract

Bismuth triflate (5 mol%) smoothly catalyzes the condensation of aromatic and aliphatic aldehydes with resorcinol to give tetrameric cyclic products, resorcinarenes. With benzaldehyde, the product is obtained as a mixture of two diastereomers and the ratio of the diastereomers depends on reaction time. On the other hand, a single diastereomer is obtained with aliphatic aldehydes. The low toxicity and ease of handling of bismuth compounds coupled with fast reaction times make this method an attractive alternative to the existing methods for resorcinarene formation

Original language	American English
Journal	Tetrahedron Letters
Volume	44
State	Published - 2003

Keywords

bismuth and compounds; resorcinarenes; Lewis acids; environment-friendly catalysts.

Disciplines

Organic Chemistry

Access to Document

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Cite this

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title = "Bismuth Compounds in Organic Synthesis. Synthesis of Resorcinarenes using Bismuth Triflate",

abstract = " Bismuth triflate (5 mol%) smoothly catalyzes the condensation of aromatic and aliphatic aldehydes with resorcinol to give tetrameric cyclic products, resorcinarenes. With benzaldehyde, the product is obtained as a mixture of two diastereomers and the ratio of the diastereomers depends on reaction time. On the other hand, a single diastereomer is obtained with aliphatic aldehydes. The low toxicity and ease of handling of bismuth compounds coupled with fast reaction times make this method an attractive alternative to the existing methods for resorcinarene formation",

keywords = "bismuth and compounds; resorcinarenes; Lewis acids; environment-friendly catalysts.",

author = "Mohan, {Ram S.} and Peterson, {Katherine E.} and Smith, {Russell C.}",

year = "2003",

language = "American English",

volume = "44",

journal = "Tetrahedron Letters",

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T1 - Bismuth Compounds in Organic Synthesis. Synthesis of Resorcinarenes using Bismuth Triflate

AU - Mohan, Ram S.

AU - Peterson, Katherine E.

AU - Smith, Russell C.

PY - 2003

Y1 - 2003

N2 - Bismuth triflate (5 mol%) smoothly catalyzes the condensation of aromatic and aliphatic aldehydes with resorcinol to give tetrameric cyclic products, resorcinarenes. With benzaldehyde, the product is obtained as a mixture of two diastereomers and the ratio of the diastereomers depends on reaction time. On the other hand, a single diastereomer is obtained with aliphatic aldehydes. The low toxicity and ease of handling of bismuth compounds coupled with fast reaction times make this method an attractive alternative to the existing methods for resorcinarene formation

AB - Bismuth triflate (5 mol%) smoothly catalyzes the condensation of aromatic and aliphatic aldehydes with resorcinol to give tetrameric cyclic products, resorcinarenes. With benzaldehyde, the product is obtained as a mixture of two diastereomers and the ratio of the diastereomers depends on reaction time. On the other hand, a single diastereomer is obtained with aliphatic aldehydes. The low toxicity and ease of handling of bismuth compounds coupled with fast reaction times make this method an attractive alternative to the existing methods for resorcinarene formation

KW - bismuth and compounds; resorcinarenes; Lewis acids; environment-friendly catalysts.

M3 - Article

VL - 44

JO - Tetrahedron Letters

JF - Tetrahedron Letters

ER -