MU Chemistry 416
FS97
Articles of Chiroptical Methods
Optical Rotation, ORD and CD
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Circular Dichroism - Principles and Applications
Nakanishi, K.; Berova, N.; Woody, R. W.; Editors;
VCH, New York, NY, 1994.
The best book on the market. Addresses all the modern
applications of chiroptical methods. Includes a chapter on
the octant rule as well. A rich source and a useful reference.
Circular Dichroism and Linear Dichroism.
(Series: Oxford Chemistry Masters. Series editors: R. G. Compton, S. G.
Davis and J. Evans.)
A. Rodgers, B. Norden.
Oxford University Press, Oxford, hardcover, 29.95 pounds, 1997.
ISBN 0-19-855897-X
The book has been reviewed: Angew. Chem. Int. Ed. Engl.
1998, 37, 369-370.
Circular Polarization Spectroscopy of Chiral Molecules
L. A. Nafie
J. Mol. Struct. 1995, 347, 83-100.
An excellent description of circular polarized light and the measurement
of ORD and CD. A must read. Note that I used this article extensively in
my lecture.
The Chiroptical Properties of Carbonyl Compounds
D. N. Kirk
Tetrahedron 1986, 42, 777-818.
Dedicates all of section 3 to a discussion of the octant rule.
Optical Rotatory Dispersion and Circular Dichroism in Steroids
Made It Possible,
C. Djerassi,
Profiles, Pathways, and Dreams Series, J. I. Seeman, Editor,
American Chemical Society, Washington, D.C.
A historic account of early uses of ORD and CD in steroid chemistry.
ORD through the Eyes of Mathematica
Novak, I. J. Chem. Educ. 1995, 72, 1084.
A nice read if you are into ORD. If you are a casual user, you might skip
this one.
DNA-Binding Studies of Cu(bcp)2+ and
Cu(dmp)2+: DNA
Elongation without Intercalation of Cu(bcp)2+.
McMillin, D. R.
J. Am. Chem. Soc. 1993, 115, 6699-6704.
(Summary Sheet)
Right-Handed Triplex Formed between Peptide Nucleic Acid PNA-T8 and
Poly(dA) Shown by Linear and Circular Dichroism Spectroscopy.
Nielsen, P. E. et al.
J. Am. Chem. Soc. 1993, 115, 6477-6481.
(Summary Sheet)
Chiral Curiosities
Voegtle et al.
J. Am. Chem. Soc. 1997, 119, 10547-xxxx.
This article was highlighted in C&EN's Science & Technology Concentrates
as follows:
Certain curious molecules can be chiral even though they are made up of
constitutents that are achiral. A team of chemists in Japan and Germany
has separated examples of several such compounds into enantiomers and
finds the pure enatiomers have pronounced circular dichroism. For
instance,
Yoshio Okamoto and coworkers at Nagoya University in Nagoya, Japan, and
Fritz Voegtle of Bonn, Germany, find that a "rotaxane" can be separated
into enantiomers. The rotaxane, which consists of an unsymmetrical
"dumbbell" threaded through a "wheel", exhibits "cycloenantiomerism". In
one enantiomer, the sequence of functional groups arrayed around the wheel
has a clockwise orientation circling the dumbbell and vice versa. The
researchers similarly have separated enantiomers of a topologically chiral
catenane (interlocking rings) and a pretzel shaped molecule in which an
intramolecular bridge links the two rings of a catenane.
The Chiral N-S Axis ion Sulfenamides.
Mearv Ben-David Blanca, Eric Maimon, and Daniel Kost
Angew. Chem. Int. Ed. Engl. 1997, 36, 2216-2219.
The first successful separation of enantiomers due to hindered rotation
about a sulfenamine N-S bond is reported. The enantiomers were
characterized via CD spectroscopy. (Contains interesting inversion
recovery NMR as well.)