M. R. Baimuratov

Bio: M. R. Baimuratov is an academic researcher from Samara State Technical University. The author has contributed to research in topics: Adamantane & Nucleophile. The author has an hindex of 2, co-authored 3 publications receiving 16 citations.

Wittig rearrangement of 1-[(1E)-3-(Benzyloxy)prop-1-en-1-yl]adamantane

Abstract: Wittig rearrangement of an allyl benzyl ether containing an adamantane fragment has been studied. 1-[(1E)-3-(Benzyloxy)prop-1-en-1-yl]adamantane reacts with butyllithium to give [2,3]- and [1,2]-rearrangement products. The [2,3]-rearrangement product is a mixture of threo and erythro diastereoisomers, the latter prevailing.

Synthesis and thermal transformations of allyl aryl ethers of adamantane series

Abstract: Allyl aryl ethers of adamantane series were obtained by reacting (E)-1-(adamant-1-yl)-3-bromoprop-1-ene with phenol or ethyl salicylate. The features of thermal transformations of allyl aryl ethers containing bulky adamantane scaffold were investigated. It has been found that the composition of the reaction products is largely dependent on temperature, time and nature of the solvent. When a nucleophilic solvent was used, the reaction proceeded via formal substitution of phenoxy fragment with nucleophilic species prevailing in the reaction medium.

The Conservation of Orbital Symmetry (福井謙一とフロンティア軌導理論) -- (参考論文)

Abstract: Chemistry remains an experimental science. The theory of chemical bonding leaves much to be desired. Yet, the past 20 years have been marked by a fruitful symbiosis of organic chemistry and molecular orbital theory. Of necessity this has been a marriage of poor theory with good experiment. Tentative conclusions have been arrived a t on the basis of theories which were such a patchwork on approximations that they appeared to have no right to work; yet, in the hands of clever experimentalists, these ideas were transformed into novel molecules with unusual properties. In the same way, by utilizing the most simple but fundamental concepts of molecular orbital theory we have in the past 3 years been able to rationalize and predict the stereochemical course of virtually every concerted organic reaction.' In our work we have relied on the most basic ideas of molecular orbital theory-the concepts of symmetry, overlap, interaction, bonding, and the nodal structure of wave functions. The lack of numbers in our discussion is not a weakness-it is its greatest strength. Precise numerical values would have to result from some specific sequence of approximations. But an argument from first principles or symmetry, of necessity qualitative, is in fact much stronger than the deceptively authoritative numerical result. For, if the simple argument is true, then any approximate method, as well as the now inaccessible exact solution, must obey it. The simplest description of the electronic structure of a stable molecule is that i t is characterized by a finite band of doubly occupied electronic levels, called bonding orbitals, separated by a gap from a corresponding band of unoccupied, antiboding levels as well as a continuum of higher levels. The magnitude of the gap may range from 40 kcal/mole for highly delocalized, large aromatic systems to 250 kcal/mole for saturated hydrocarbons. It should be noted in context that socalled nonbonding electrons of heteroatoms are in fact bonding. Consider a simple reaction of two molecules to give a third species, proceeding in a nonconcerted manner through a diradical intermediate I. A + B + [I] + C

Transformations of allyl bromides of the adamantane series in the Ritter reaction

Abstract: The nature and composition of the Ritter reaction products of 1-[(1E)-3-bromoprop-1-en-1-yl]-adamantane and 1-(3-bromoprop-1-en-2-yl]adamantane are largely determined by the substrate structure, electrophilic medium, and reaction conditions. Possible reaction paths leading to both conventional Ritter reaction products and heterocyclization or skeletal rearrangement products (homoadamantane γ-sultones) are discussed.

Diesters of mixed carboxylic acids of the adamantane series: Synthesis, physicochemical properties, and thermo-oxidative stability

Abstract: The synthesis of a series of 5,7-R-3-carboxy-1-adamantylacetic acid diesters has been performed and their physicochemical and thermo-oxidative properties have been studied. The properties of these diesters have been compared with those of the adipic and sebacic diesters that are currently in wide use as plasticizers and components of various lubricants.

Improved approach towards synthesis of adamantane-1,3,5-triol

Abstract: 1-Adamantanol can be converted into adamantane-1,3,5-triol in the presence of N-hydroxylphthtalimide, cobalt(II) acetylacetonate, and manganese dioxide under oxygen atmosphere in glacial acetic acid.