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

Authors
ALDER RW ZHAO J
Citation
Rw. Alder et J. Zhao, 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, Perkin transactions. 2, (4), 1996, pp. 583-585
Citations number
5
Categorie Soggetti
Chemistry Physical","Chemistry Inorganic & Nuclear
Journal title
Perkin transactions. 2 → ACNP
ISSN journal
03009580
Issue
4
Year of publication
1996
Pages
583 - 585
Database
ISI
SICI code
0300-9580(1996):4<583:MAPO1>2.0.ZU;2-I
Abstract
1-Aza-5-bora-4,6,11-trioxabicyclo[3.3.3]undecane (triethanolamine bera te) reacts with methyl trifluoromethanesulfonate (triflate) with cleav age of one of the B-O bonds to give l)-1-aza-5-bora-4,6-dioxabicyclo[3 .3.0]octan-1-ium triflate, but protonation occurs on nitrogen with cle avage of the intrabridgehead B-N bond. 1-Aza-5-borabicyclo[3.3.3] unde cane is unaffected by methyl triflate or triflic acid in dichlorometha ne or acetonitrile, but undergoes B-C cleavage in neat triflic acid.