01290nas a2200181 4500008004100000245016700041210006900208260000800277300001600285490000800301520056500309100002200874700002500896700001300921700002400934700002000958856013000978 2013 eng d00aFormation of tertiary amides and H2 by dehydrogenative coupling of primary alcohols with secondary amines catalyzed by ruthenium bipyridine-based pincer complexes0 aFormation of tertiary amides and H2 by dehydrogenative coupling cSEP a2525–25300 v3553 a
Dehydrogenative coupling of primary alcohols with secondary amines to form tertiary amides and dihydrogen (H2) is efficiently catalyzed by bipyridyl-based ruthenium pincer complexes (0.2–1 mol%) under neutral conditions (in case of the dearomatized complexes), or with added catalytic amount of base. The reaction is sensitive to steric hindrance; in the case of amidation of bulky secondary amines a less sterically hindered complex is more efficient. Selective acylation of primary amines in the presence of secondary amines was also demonstrated.
1 aSrimani, Dipankar1 aBalaraman, Ekambaram1 aHu, Peng1 aBen-David, Yehoshoa1 aMilstein, David uhttp://library.ncl.res.in/content/formation-tertiary-amides-and-h2-dehydrogenative-coupling-primary-alcohols-secondary-amines