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PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
11
pubmed:dateCreated
2009-5-29
pubmed:abstractText
This work investigates the interplay between the intramolecular B-N dative bonding and solvent insertion in various ortho-methylamino arylboronic acids in protic media. (11)B NMR experiments were conducted to study the effect that the degree of substitution of the amine group has on B-N bonding versus solvent insertion. It was found that there is a slight increase in the amount of B-N dative bonding on going from a tertiary to a secondary to a primary amine group, but that solvent insertion dominates in all cases of the boronate esters. A X-ray crystal structure gives further insight into the structure of the solvent-inserted boronate esters, showing that the inserted solvent has its hydrogen primarily on the amine. Lastly, studies of the use of boronate esters as receptors for simple alcohols and carboxylic acids are described.
pubmed:language
eng
pubmed:journal
pubmed:status
PubMed-not-MEDLINE
pubmed:month
Jun
pubmed:issn
1520-6904
pubmed:author
pubmed:issnType
Electronic
pubmed:day
5
pubmed:volume
74
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
4055-60
pubmed:year
2009
pubmed:articleTitle
Probing intramolecular B-N interactions in ortho-aminomethyl arylboronic acids.
pubmed:affiliation
Department of Chemistry and Biochemistry, The University of Texas, Austin, Texas, 1 University Station A5300, Austin, Texas 78712, USA.
pubmed:publicationType
Journal Article