Methylation and protonation of 1-aza-5-bora-4,6,11-trioxabicyclo[3.3.3]undecane and 1-aza-5-borabicyclo[3.3.3]undecane

Autor:	Roger W. Alder, Zhao Jin
Rok vydání:	1996
Předmět:	Protonation Medicinal chemistry chemistry.chemical_compound chemistry Triethanolamine medicine Organic chemistry Undecane Acetonitrile Trifluoromethanesulfonate Triflic acid Methyl trifluoromethanesulfonate medicine.drug Dichloromethane
Zdroj:	Journal of the Chemical Society, Perkin Transactions 2. :583
ISSN:	1364-5471 0300-9580
Popis:	1-Aza-5-bora-4,6,11-trioxabicyclo[3.3.3]undecane (triethanolamine borate) reacts with methyl trifluoromethanesulfonate (triflate) with cleavage of one of the B–O bonds to give 1-(2-methoxyethyl)-1-aza-5-bora-4,6-dioxabicyclo[3.3.0]octan-1-ium triflate, but protonation occurs on nitrogen with cleavage of the intrabridgehead B–N bond. 1-Aza-5-borabicyclo[3.3.3]undecane is unaffected by methyl triflate or triflic acid in dichloromethane or acetonitrile, but undergoes B–C cleavage in neat triflic acid.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::6f1da061ba29d3622988e502780d34ec https://doi.org/10.1039/p29960000583 Zobrazit plný text záznamu