Prediction of the 1H NMR spectra of epoxy-fused cyclopentane derivatives by calculations of chemical shifts and spin-spin coupling constants

C. Özen; A. Yildirim; N. Ş Tüzün; P. Haslak; E. Doǧan; E. Acar; V. Aviyente

doi:10.1080/00268976.2013.772256

Prediction of the ¹H NMR spectra of epoxy-fused cyclopentane derivatives by calculations of chemical shifts and spin-spin coupling constants

C. Özen, A. Yildirim, N. Ş Tüzün^*, P. Haslak, E. Doǧan, E. Acar, V. Aviyente

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

4 Citations (Scopus)

Abstract

¹H NMR spectra of epoxy-fused cyclopentane derivatives have been computationally investigated with density functional calculations in order to unravel the shielding effect of the epoxy ring on the ¹H NMR chemical shifts of N-substituted epoxy-fused cyclopentane-3, 5-diol derivatives. Both ¹H NMR chemical shifts and spin-spin coupling constants have been calculated with the WP04/cc-pVTZ level of theory in solution. The WP04/cc-pVTZ// B3LYP/6-31+G(d) methodology has been found to reproduce the best experimental results on epoxy-fused cyclopentane derivatives. This study is expected to lead experimentalists in their endeavour to characterize epoxy-fused cyclic systems with ease.

Original language	English
Pages (from-to)	3147-3155
Number of pages	9
Journal	Molecular Physics
Volume	111
Issue number	20
DOIs	https://doi.org/10.1080/00268976.2013.772256
Publication status	Published - 31 Oct 2013

Funding

Computing resources used in this work were provided by the National Center for High Performance Computing of Turkey (UYBHM) under grant number 10732009 and 11042010.

Funders	Funder number
National Center for High Performance Computing of Turkey
UYBHM	11042010, 10732009

Keywords

DFT
Epoxy-fused cyclopentane-3,5-diol derivatives
NMR

Access to Document

10.1080/00268976.2013.772256

Cite this

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title = "Prediction of the 1H NMR spectra of epoxy-fused cyclopentane derivatives by calculations of chemical shifts and spin-spin coupling constants",

abstract = "1H NMR spectra of epoxy-fused cyclopentane derivatives have been computationally investigated with density functional calculations in order to unravel the shielding effect of the epoxy ring on the 1H NMR chemical shifts of N-substituted epoxy-fused cyclopentane-3, 5-diol derivatives. Both 1H NMR chemical shifts and spin-spin coupling constants have been calculated with the WP04/cc-pVTZ level of theory in solution. The WP04/cc-pVTZ// B3LYP/6-31+G(d) methodology has been found to reproduce the best experimental results on epoxy-fused cyclopentane derivatives. This study is expected to lead experimentalists in their endeavour to characterize epoxy-fused cyclic systems with ease.",

keywords = "DFT, Epoxy-fused cyclopentane-3,5-diol derivatives, NMR",

author = "C. {\"O}zen and A. Yildirim and T{\"u}z{\"u}n, {N. {\c S}} and P. Haslak and E. Doǧan and E. Acar and V. Aviyente",

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AU - Özen, C.

AU - Yildirim, A.

AU - Tüzün, N. Ş

AU - Haslak, P.

AU - Doǧan, E.

AU - Acar, E.

AU - Aviyente, V.

PY - 2013/10/31

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N2 - 1H NMR spectra of epoxy-fused cyclopentane derivatives have been computationally investigated with density functional calculations in order to unravel the shielding effect of the epoxy ring on the 1H NMR chemical shifts of N-substituted epoxy-fused cyclopentane-3, 5-diol derivatives. Both 1H NMR chemical shifts and spin-spin coupling constants have been calculated with the WP04/cc-pVTZ level of theory in solution. The WP04/cc-pVTZ// B3LYP/6-31+G(d) methodology has been found to reproduce the best experimental results on epoxy-fused cyclopentane derivatives. This study is expected to lead experimentalists in their endeavour to characterize epoxy-fused cyclic systems with ease.

AB - 1H NMR spectra of epoxy-fused cyclopentane derivatives have been computationally investigated with density functional calculations in order to unravel the shielding effect of the epoxy ring on the 1H NMR chemical shifts of N-substituted epoxy-fused cyclopentane-3, 5-diol derivatives. Both 1H NMR chemical shifts and spin-spin coupling constants have been calculated with the WP04/cc-pVTZ level of theory in solution. The WP04/cc-pVTZ// B3LYP/6-31+G(d) methodology has been found to reproduce the best experimental results on epoxy-fused cyclopentane derivatives. This study is expected to lead experimentalists in their endeavour to characterize epoxy-fused cyclic systems with ease.

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KW - NMR

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