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| Abstract: | Burgess reagent first prepared by E. M. Burgess in 1968, is a mild and selective dehydrating agent for secondary and tertiary alcohols and due to the amphipolar nature it is gainfully employed in a number of creative synthetic ventures. A close examination of the structure of Burgess reagent reveals that it can act as a 1,2-dipole. To the best of our knowledge, no attempts have been made to tap full synthetic potential of the amphipolar nature of this reagent and no reports on 1,3-dipolar addition to a σ-bond in acyclic systems are available in literature. In this context, we propose to unravel novel applications of Burgess reagent based on its amphipolar nature. Rich and multifaceted chemistry of nitrones form the basis of many successful chemical transformations used in attractive synthetic strategies. For the last 50 years special attention has been given to nitrones due to their successful application as building blocks in the synthesis of various natural and biologically active compounds. Our interest in nitrones stems out of its unique character: i.e. it is a 1,3-dipole exhibiting distinct nucleophilic activity. We reasoned that 1,3-dipole possessing significant nucleophilicity should react with amphipolar Burgess reagent with elimination of triethylamine to give the corresponding five-membered ring product by formal dipolar addition to a σ bond. To test this hypothesis we studied the reaction of nitrones with Burgess reagent. This thesis reveals our attempts to explore the [3+2] annulation reaction of nitrones with Burgess reagent which was found to be followed by a rearrangementinvolving C-to-N aryl migration, ultimately resulting in diarylamines and carbamates. We have also examined the reaction of cyanuric chloride with nitrones in DMF with a view to exploit the nucleophilicty of nitrones and to unravel the migratory aptitude, if any, observed in this reaction |
| Description: | Department of Applied Chemistry, Cochin University of Science and Technology |
| URI: | http://dyuthi.cusat.ac.in/purl/4710 |
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| Dyuthi-T1832.pdf | (1.789Mb) |
| Description: | Department of Applied Chemistry, Cochin University of Science and Technology |
| URI: | http://dyuthi.cusat.ac.in/xmlui/purl/1943 |
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| Dyuthi-T0438.pdf | (3.661Mb) |
| Abstract: | This thesis is mainly concerned with the synthesis and characterisation of new simple and zeolite encapsulated transition metal (manganese(II),nickel(II),and copper(II)complexes of quinoxaline based double Schiff base ligands.Theses ligands are N,N'-bis(quinoxaline-2-carboxalidene)hydrazine,N,N'-bis(quinoxaline-2-carboxalidene)-1,2-diaminoethane,N,N'-bis(quinoxaline-2-carboxalidene)-1,3-diamonopropane,N,N'-bis(quinoxaline-2-carboxalidene)-1,4-diaminobutane,N,N'-bis(quinoxaline-2-carboxalidene)-1,2-diaminocyclohexane and N,N'-bis(quinoxaline-2-carboxalidene)-1,2-diaminobenzene.The Schiff base ligands have been characterised by spectral and single crystal XRD studies.Theses ligands provide great structural diversity during complexation.Mn(II) and Ni(II) form octahedral with these Schiff bases,whereas Cu(II) forms both octahedral and tetrahedral complexes.Studies on the biological and Catalytic activity of the copper(ll) complexes are also presented in this thesis. |
| Description: | Dept.of Applied Chemistry,Cochin University of Science and Technology |
| URI: | http://dyuthi.cusat.ac.in/purl/2936 |
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| Dyuthi-T0927.pdf | (10.36Mb) |
| Abstract: | the author has designed few barrelene molecules in such a way that the structural features of these compounds will enable them to undergo intriguing triplet state mediated di- -methane rearrangement. The strategy involved the preparation of dibenzobarrelenes appended with a fused ring systems, thereby restricting the rotational freedom of the bridgehead substituent. We describe these systems as ‘tethered barrelenes’. These tethered barrelenes enabled us to examine the effect of orientation and the nature of the bridgehead-substituents in controlling the regioselectivity of di-π-methane rearrangement in a more systematic fashion. In this background, the thesis entitled “SYNTHESIS AND PHOTOCHEMICAL TRANSFORMATIONS OF A FEW TETHERED BARRELENES” reveals our attempts to explore the factors controlling the regioselectivity of di-π-methane rearrangement displayed by dibenzobarrelenes. Moreover, we have observed interesting dark reactions of suitable substituted tethered dibenzosemibullvalenes in a few cases |
| Description: | Department of Applied Chemistry, Cochin University of Science and Technology |
| URI: | http://dyuthi.cusat.ac.in/purl/3740 |
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| Dyuthi-T1586.pdf | (5.330Mb) |
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