1H, 13C, 15N NMR and theoretical study of protonated carbamic acids and related compounds

被引：25

作者：

Olah, GA

Heiner, T

Rasul, G

Prakash, GKS

机构：

[1] Univ So Calif, Loker Hydrocarbon Res Inst, Los Angeles, CA 90089 USA

[2] Univ So Calif, Dept Chem, Los Angeles, CA 90089 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1998年 / 63卷 / 22期

关键词：

D O I：

10.1021/jo9814804

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Mono-O-protonated carbamic acid, mono-O-protonated N-methyl carbamate, and mono-O-protonated methyl carbamate and di-O-protonated N,N-bis(carboxyl)-1,2-diaminoethane were prepared in FSO3H/SO2ClF and FSO3H:SbF5/SO2ClF at -78 degrees C and were characterized by H-1, C-13, and N-15 NMR spectroscopy. Persistent diprotonated carbamic acid, diprotonated N-methyl carbamate, and diprotonated methyl carbamate were not observed under these conditions. The structures, energies, and C-13 and N-15 NMR chemical shifts of mono-, and diprotonated carbamic acids as well as other protonated species were also calculated by ab initio/IGLO/GIAO-MP2 method and compared with the experimental results.

引用

页码：7993 / 7998

页数：6

共 14 条

[1]

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