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- W2950786089 abstract "The crystal structures of three 2-amino-1,3-oxazolidin-4-one derivatives are reported. 5,5-Dimethyl-2-dimethylamino-3-phenyloxazolidin-4-one crystallizes in the space group P21,/c with a= 15.540(3), b= 7.016(2), c= 12.491(4)A, β= 105.6(2)° 1 342 reflections with I 2.5 σ(I) were used in the refinement. 4-Benzyl-2,2-dimethyl-1-oxa-4,6-diazaspiro[4,5]decan-3-one crystallizes in the space group P21/c with a= 15.188(6), b= 12.074(2), c= 8.468(1)A, β= 100.03(2)° 2 068 reflections with I 3σ(I) were -used in the refinement. 4-Benzyl-2,2-dimethyl-1-oxa-4,6-diazaspiro[4,6]undecan-3-one crystallizes in the space group P21,/c with a= 9.460(5), b= 20.192(6), c= 9.012(3)A, β= 110.66(4)° 1 873 reflections with I 3σ(I) were used in the refinement. The analysis of bond distances of the three structure has shown that exo-cylic C–N bonds (exo with respect to the oxazolidinone ring) are significantly shorter than the standard C(sp3)–N(sp3) distance by 0.050 A on average. This could be the main factor determining the stability of the three cyclic orthoester aminals, the stabilization being attributable to an exo-anomeric effect involving the interaction between the nitrogen sp3-like lone pair, in an antiperiplanar orientation, and the σ*orbital of the endo C–O bond." @default.
- W2950786089 created "2019-06-27" @default.
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- W2950786089 date "2010-08-23" @default.
- W2950786089 modified "2023-09-25" @default.
- W2950786089 title "ChemInform Abstract: Evidence for the exo-Anomeric Stereoelectronic Effect in Cyclic Orthoester Aminals from X-Ray Structural Data. Crystal Structures of Three 2-Amino-1,3-oxazolidin-4-one Derivatives" @default.
- W2950786089 cites W2129004883 @default.
- W2950786089 doi "https://doi.org/10.1002/chin.199111049" @default.
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