4515

4249

كارشناسي ارشد

شيمي تجزيه

اصفهان: دانشگاه صنعتي اصفهان، دانشكده شيمي

1387

چهارده، 103، [II] ص: نمودار، جدول

ص.ع به فارسي و انگليسي

محمد سراجي

10/3/1388

علي اصغر انصافي، محمدتقي جعفري

شيمي

ID4249

به فارسي و انگليسي: قابل رويت در نسخه ديجيتالي

Abstract In recent years synthesis of azide has gained increasing attention due to the extensivebiological and important industrial applications Reactivity and selectivity of azidesdepends on the type functional groups attached to the nitrogen In this project initially 4 sulfonyl azide phenyl 1 azide with two different azidegroups are synthesized The difference in activity and selectivity are examined in a reactionwith norbornene The effect of the reaction conditions temperature solvent andconcentration was studied Result of reaction between diazide 1 and one mole of norbornene gave N 7 aza tricyclo 3 2 1 02 4 octane 4 sulfonyl azide phenyl 2 and with two moles of norborneneproduced N 4 7 aza tricyclo 3 2 1 02 4 octane 7 ylsulfonyl phenyl bicyclo 2 2 1 hept 2 en 2 amin 4 Structures of these products were elucidated with 1H NMR 13C NMR and dynamicNMR In part two the structure of 4 sulfonyl azide phenyl 1 azide all possibleintermediates and products with norbornene was optimized using quantum chemicalmethods AM1 PM3 HF and B3LYP and 6 31G basic set Conformation analysisdiagram was drawn energy versus dihedral angel The energy barrier of the rotationaround azide bonds with the phenyl group and several bonds in products was calculated The NMR spectra of above compounds were calculate using GIAO method with TMSstandard and compared with experimental values

محمد سراجي

علي اصغر انصافي، محمدتقي جعفري