Specht, KM and Nam, J and Ho, DM and Berova, N and Kondru, RK and Beratan, DN and Wipf, P and Pascal, JA and Kahne, D
(2001)
Determining absolute configuration in flexible molecules: A case study.
Journal of the American Chemical Society, 123 (37).
8961 - 8966.
ISSN 0002-7863
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Abstract
Assigning absolute configuration of molecules continues to be a major problem. Determining absolute configuration in conformationally flexible systems is challenging, even for experts. Here, we present a case study in which we use a combination of molecular modeling, solution NMR, and X-ray crystallography to illustrate why it is difficult to use solution methods alone for configuration assignment. For the case examined, a comparison of calculated and experimental optical rotatory dispersion (ORD) data provides the most straightforward way to assign the absolute configuration.
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Details
Item Type: |
Article
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Status: |
Published |
Creators/Authors: |
Creators | Email | Pitt Username | ORCID ![](/images/orcid_id_24x24.png) |
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Specht, KM | | | | Nam, J | | | | Ho, DM | | | | Berova, N | | | | Kondru, RK | | | | Beratan, DN | | | | Wipf, P | pwipf@pitt.edu | PWIPF | | Pascal, JA | | | | Kahne, D | | | |
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Date: |
19 September 2001 |
Date Type: |
Publication |
Journal or Publication Title: |
Journal of the American Chemical Society |
Volume: |
123 |
Number: |
37 |
Page Range: |
8961 - 8966 |
DOI or Unique Handle: |
10.1021/ja0104406 |
Schools and Programs: |
Dietrich School of Arts and Sciences > Chemistry |
Refereed: |
Yes |
ISSN: |
0002-7863 |
MeSH Headings: |
Benzoates--chemistry; Circular Dichroism; Crystallography, X-Ray; Molecular Conformation; Naphthalenes--chemistry; Optical Rotatory Dispersion--methods; Solutions; Stereoisomerism; Thermodynamics |
PubMed ID: |
11552802 |
Date Deposited: |
13 Feb 2014 19:17 |
Last Modified: |
30 Oct 2017 23:57 |
URI: |
http://d-scholarship-dev.library.pitt.edu/id/eprint/20473 |
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