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Ligand Influence on Carbonyl Hydroboration Catalysis by Alkali Metal Hydridotriphenylborates [(L)M][HBPh 3 ] (M=Li, Na, K)
Author(s) -
Osseili Hassan,
Mukherjee Debabrata,
Spaniol Thomas P.,
Okuda Jun
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201702818
Subject(s) - hydroboration , chemistry , denticity , lithium (medication) , alkali metal , ligand (biochemistry) , potassium , catalysis , crystal structure , medicinal chemistry , stereochemistry , cyclen , metal , crystallography , organic chemistry , medicine , biochemistry , receptor , endocrinology
Abstract Alkali metal hydridotriphenylborates [(L 1 )M][HBPh 3 ] (L 1 =Me 6 TREN; M=Li, Na, K) chemoselectively catalyze the hydroboration of carbonyls and CO 2 , with lithium being the most active system. A new series of complexes [(L 2 )M][HBPh 3 ] [M=Li ( 1 ), Na ( 2 ), K ( 3 )] featuring the cyclen‐derived macrocyclic polyamine Me 4 TACD (L 2 ) were synthesized in a “one‐pot” fashion and fully characterized including X‐ray crystallography. In the crystal, 1 – 3 exhibit wide variation in metal coordination of the [HBPh 3 ] − anion from lithium to potassium. The structures differ from those in [(L 1 )M][HBPh 3 ]. Effects of coordination of L 1 , L 2 , and other N‐ and O‐donor multidentate ligands on [Li(HBPh 3 )] were used to rationalize the catalytic activity in carbonyl hydroboration.