Chiroptical features of chiral tripodal metal complexes containing tetraphenylphorphyrin chromophores

ORGN 603

Andrea E. Holmes, Debasis Das, and James W. Canary. Department of Chemistry, New York University, 100 Washington Square East, New York, NY 10003
Large extinction coefficients of porphyrins, absorbance in the visible region, easy modification of substituents, and straightforward metal insertion make these dyes attractive for wide ranging applications. Exciton coupled circular dichroism (ECCD) has become the spectral method of choice for non-empirical configurational assignment of chiral substrates containing dichroic chromphores.1,2 This paper describes the synthesis, characterization, and circular dichroism spectra of porphyrin derivatized chiral metal complexes. Incorporation of tetraphenylporphyrin increases the spectroscopic sensitivity and absorption in the visible instead of ultraviolet region creates favorable energy parameters in terms of stability of organic compounds. We illustrate that the oxidation state of the metal influences the ligand geometry and thus has an effect on the chiroptical response.

1) Harada, N.; Nakanishi, K. Exciton coupling in organic stereochemistry; University Science Books: Mill Valley, CA, 1983.

2) Nakanishi, K.; Berova, N. Circular Dichroism Principles and Applications: The Exciton Chirality Method; VCH Publishers: New York, 1994.

 

Bioorganic, Molecular Recognition, Asymmetric Reactions and Syntheses
11:00 AM-1:00 PM, Wednesday, September 10, 2003 Javits Convention Center -- Hall 1B/1C, Poster

Division of Organic Chemistry
The 226th ACS National Meeting, New York, NY, September 7-11, 2003