Chiroptical properties of the nonplanar amide chromophore in n-acylaziridines

G. V. Shustov; F. D. Polyak; G. K. Kadorkina; I. A. Vosekalna; M. A. Shokhen; R. K. Alekperov; A. V. Eremeev; R. G. Kostyanovskii

doi:10.1007/BF00472614

Chiroptical properties of the nonplanar amide chromophore in n-acylaziridines

G. V. Shustov, F. D. Polyak, G. K. Kadorkina, I. A. Vosekalna, M. A. Shokhen, R. K. Alekperov, A. V. Eremeev, R. G. Kostyanovskii

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Abstract

The optically active 1-acyl-substituted (1R,2R)-2-methyl- and (1R,2S)-2-methoxycarbonylaziridines were synthesized. The nonplanarity of the amide chromophore in them and its high conformational mobility, which was caused by the rotation around the N-C(O) bond, were shown on the basis of the investigation of the CD spectra and the calculations of simple models by the MNDO method. The possible correlation of the sign of the Cotton effect of the long-wave p-π* transition with the intrinsic chirality of the chromophore was studied.

Original language	English
Pages (from-to)	32-39
Number of pages	8
Journal	Chemistry of Heterocyclic Compounds
Volume	25
Issue number	1
DOIs	https://doi.org/10.1007/BF00472614
State	Published - Jan 1989
Externally published	Yes

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title = "Chiroptical properties of the nonplanar amide chromophore in n-acylaziridines",

abstract = "The optically active 1-acyl-substituted (1R,2R)-2-methyl- and (1R,2S)-2-methoxycarbonylaziridines were synthesized. The nonplanarity of the amide chromophore in them and its high conformational mobility, which was caused by the rotation around the N-C(O) bond, were shown on the basis of the investigation of the CD spectra and the calculations of simple models by the MNDO method. The possible correlation of the sign of the Cotton effect of the long-wave p-π* transition with the intrinsic chirality of the chromophore was studied.",

author = "Shustov, {G. V.} and Polyak, {F. D.} and Kadorkina, {G. K.} and Vosekalna, {I. A.} and Shokhen, {M. A.} and Alekperov, {R. K.} and Eremeev, {A. V.} and Kostyanovskii, {R. G.}",

year = "1989",

month = jan,

doi = "10.1007/BF00472614",

language = "אנגלית",

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pages = "32--39",

journal = "Chemistry of Heterocyclic Compounds",

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T1 - Chiroptical properties of the nonplanar amide chromophore in n-acylaziridines

AU - Shustov, G. V.

AU - Polyak, F. D.

AU - Kadorkina, G. K.

AU - Vosekalna, I. A.

AU - Shokhen, M. A.

AU - Alekperov, R. K.

AU - Eremeev, A. V.

AU - Kostyanovskii, R. G.

PY - 1989/1

Y1 - 1989/1

N2 - The optically active 1-acyl-substituted (1R,2R)-2-methyl- and (1R,2S)-2-methoxycarbonylaziridines were synthesized. The nonplanarity of the amide chromophore in them and its high conformational mobility, which was caused by the rotation around the N-C(O) bond, were shown on the basis of the investigation of the CD spectra and the calculations of simple models by the MNDO method. The possible correlation of the sign of the Cotton effect of the long-wave p-π* transition with the intrinsic chirality of the chromophore was studied.

AB - The optically active 1-acyl-substituted (1R,2R)-2-methyl- and (1R,2S)-2-methoxycarbonylaziridines were synthesized. The nonplanarity of the amide chromophore in them and its high conformational mobility, which was caused by the rotation around the N-C(O) bond, were shown on the basis of the investigation of the CD spectra and the calculations of simple models by the MNDO method. The possible correlation of the sign of the Cotton effect of the long-wave p-π* transition with the intrinsic chirality of the chromophore was studied.

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JO - Chemistry of Heterocyclic Compounds

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ER -

Chiroptical properties of the nonplanar amide chromophore in n-acylaziridines

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