CONFORMATIONAL PREFERENCE OF ISOCYANATO-GROUP

被引：4

作者：

CORFIELD, GC

CRAWSHAW, A

机构：

[1] Department of Chemistry and Biology, Liverpool Regional College of Technology

[2] Department of Chemistry, Sheffield Polytechnic, Sheffield S1 1WB, Pond Street

来源：

JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC | 1969年 / 05期

关键词：

D O I：

10.1039/j29690000495

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The conformational free energy for the isocyanato-group (-ΔG°NCO) in isocyanatocyclohexane is calculated from the n.m.r. spectrum by use of data obtained from the spectra of cis- and trans-4-t-butyl-1-isocyanatocyclohexane. From measurements of the chemical shift and the coupling constants in the spectrum at 35deg; values for ΔGdeg;NCO of 0.39 ± 0.02 and 0.48 ± 0.15 kcal./mole, respectively, are obtained; from the spectrum at-75° the value calculated for Δ°NCO is 0.60 ± 0.1 kcal./mole. An energy barrier for chair-boat interconversion in isocyanatocyclohexane of 10.8 kcal./mole is obtained from the coalescence temperature. The synthesis of the above cis- and trans-isomers is described.

引用

页码：495 / &

共 14 条

[1] USE OF REMOTE DEUTERATION FOR DETERMINATION OF COUPLING CONSTANTS AND CONFORMATIONAL EQUILIBRIA IN CYCLOHEXANE DERIVATIVES [J].