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Full-Text Articles in Physical Sciences and Mathematics

Bismuth Compounds In Organic Synthesis. Synthesis Of Resorcinarenes Using Bismuth Triflate, Ram S. Mohan, Katherine E. Peterson, Russell C. Smith Dec 2002

Bismuth Compounds In Organic Synthesis. Synthesis Of Resorcinarenes Using Bismuth Triflate, Ram S. Mohan, Katherine E. Peterson, Russell C. Smith

Ram S. Mohan

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


Bismuth Compounds In Organic Synthesis. Deprotection Of Ketoximes Using Bismuth Bromide-Bismuth Triflate, Ram S. Mohan, Joshua N. Arnold, Patrick D. Hayes, Robert L. Kohaus Dec 2002

Bismuth Compounds In Organic Synthesis. Deprotection Of Ketoximes Using Bismuth Bromide-Bismuth Triflate, Ram S. Mohan, Joshua N. Arnold, Patrick D. Hayes, Robert L. Kohaus

Ram S. Mohan

Ketoximes undergo deprotection in CH3CN/acetone/H2O (3:6:1) in the presence of 20–40 mol% BiBr3/5 mol% Bi(OTf)3. Bismuth(III) salts are relatively non-toxic, insensitive to air and inexpensive. These features coupled with the use of a relatively non-toxic solvent system make this method an attractive alternative to existing routes for deprotection of ketoximes.