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BINAP (2,2′-bis(diphenylphosphino)-1,1′-binaphthyl) is an
organophosphorus compound. This
chiral diphosphine ligand is
widely used in
asymmetric synthesis...
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steric hindrance of the groups, as in
substituted biaryl compounds such as
BINAP, or by
torsional stiffness of the bonds, as in the C=C
double bonds in allenes...
- backbone.
BINAP chelates onto a
metal (usually a late
transition metal) to form a C2-symmetric complex. As
shown below in the
structure of an (R)-
BINAP ruthenium...
- the
BINAP-Ru-diamine system. The
dihalide form of the
catalyst is
converted to the
catalysts by
reaction of H2 in the
presence of base: RuCl2(
BINAP)(diamine)...
- chirality). When the
barrier to
racemization is high, as
illustrated by the
BINAP ligands, the
phenomenon becomes of
practical value in
asymmetric synthesis...
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particularly those based on the
BINAP ligand.
Asymmetric hydrogenation of an
alkene in the
presence of ((S)-
BINAP)Ru(OAc)2 is used for the commercial...
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dextrorotary one.
BINOL is a
precursor for
another chiral ligand called BINAP. The
volumetric m****
density of the two
enantiomers is 0.62 g cm−3.[citation...
-
phosphine ligands such as 1,2-bis(diphenylphosphino)ethane (Ph2PC2H4PPh2) and
BINAP. via its
bistriflate derivatives. Both the (R)- and (S)-enantiomers, as...
- myrcene,
which undergoes asymmetric isomerisation in the
presence of a
BINAP rhodium complex to give (after hydrolysis)
enantiomerically pure R-citronellal...
-
basic conditions. To
select for one of the four
possible stereoisomers, a
BINAP-Ru
catalyst is used to
control the
outcome of the
reaction through the steric...
