Abstract: Chiroptical spectra such as electronic circular dichroism (ECD) are said to be much more sensitive to conformation than their non-chiroptical counterparts, however, it is difficult to demonstrate such a common notion in a clear-cut way. We run DFT and TDDFT calculations on two closely related 1,1-diarylmethanols which show mirror-image ECD spectra for the same absolute configuration. We demonstrate that the main reason for the different chiroptical response of the two compounds lies in different conformational ensembles, caused by a single hydrogen-to-methyl substitution. We conclude that two compounds, having the same configuration but different conformation, may exhibit mirror-image ECD signals, stressing the importance and impact of conformational factors on ECD spectra.

Padula, D., Pescitelli, G. (2018). How and how much molecular conformation affects electronic circular dichroism: The case of 1,1-diarylcarbinols. MOLECULES, 23(1), 128 [10.3390/molecules23010128].

How and how much molecular conformation affects electronic circular dichroism: The case of 1,1-diarylcarbinols

Padula D.;Pescitelli G.
2018-01-01

Abstract

Abstract: Chiroptical spectra such as electronic circular dichroism (ECD) are said to be much more sensitive to conformation than their non-chiroptical counterparts, however, it is difficult to demonstrate such a common notion in a clear-cut way. We run DFT and TDDFT calculations on two closely related 1,1-diarylmethanols which show mirror-image ECD spectra for the same absolute configuration. We demonstrate that the main reason for the different chiroptical response of the two compounds lies in different conformational ensembles, caused by a single hydrogen-to-methyl substitution. We conclude that two compounds, having the same configuration but different conformation, may exhibit mirror-image ECD signals, stressing the importance and impact of conformational factors on ECD spectra.
2018
Padula, D., Pescitelli, G. (2018). How and how much molecular conformation affects electronic circular dichroism: The case of 1,1-diarylcarbinols. MOLECULES, 23(1), 128 [10.3390/molecules23010128].
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11365/1111492
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