82783-71-9Relevant articles and documents
Compounds and methods based on [1.1.1]propellane
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, (2008/06/13)
Molecular bulding beams, liquid crystals, and surfactants in the form of compounds based on [1.1.1]propellane, including poly[1.1.1]propellanes. Molecular building beams having a telomeric or polymeric chain staff, and linking groups functionalized on one or both ends of the staff. A system for linking the beams to connecting units to construct molecular structures of various forms, such as whips, combs, scaffoldings, nets, or stars. Other broad aspects of the invention provide liquid crystals and surfactants. The liquid crystals include telomeric or polymeric compounds functionalized with flexible end groups, while the surfactant compounds are functionalized with surface active end groups. Methods of synthesizing the various compounds ar also provided.
Synthesis of Some Bridgehead-Bridgehead-Disubstituted Bicyclopentanes
Della, Ernest W.,Taylor, Dennis K.
, p. 2986 - 2996 (2007/10/02)
The synthesis of a wide variety of 1,3-disubstituted bicyclopentanes is described, with particular emphasis on the generation of a series of 3-X-substituted bicyclopentyl bromides required for solvolytic studies.Functional group manipulation at the bridgehead was readily accomplished in the majority of cases by radical processes; in some instances, transformations were effected via carbanionic-type intermediates.
Toward a molecular-size "Tinkertoy" construction set. Preparation of terminally functionalized [n]staffanes from [1.1.1]propellane
Kaszynski, Piotr,Friedli, Andrienne C.,Michl, Josef
, p. 601 - 620 (2007/10/02)
A facile but low-yield synthesis of [n]staffanes (the oligomers of [1.1.1.]propellane 1, n =1-5) functionalized on one or both ends is described, and their properties are summarized. The substituents are -COOCH3, -n-C4H9, -C6H5, -Br, -I, and -SCOCH3, and their conversion to others, such as -COOH, -COCH3 and -SH, is demonstrated. It is proposed that these rod-shaped molecules will be useful in the development of a molecular-size civil engineering construction set analogous to children's toy construction sets.
REACTIONS 0F PROPELLANE
Zefirov, N. S.,Surmina, L. S.,Sadovaya, N. K.,Blokhin, A. V.,Tyurekhodzhayeva, M. A.,et al.
, p. 2002 - 2014 (2007/10/02)
The photochemical reactions of propellane with bromine, dioxane dibromide, iodine, (dichloroiodo)benzene, methyl iodide, carbon tetrabromide, bromoform, and tributyltin hydride take place by a radical mechanism and lead to the formation of the products from addition at the central bond, i.e., 1,3-substituted bicyclopentanes.In the photochemically initiated reactions of chloroform, carbon tetrachloride, and bromomalonic ester with propellane compounds with the structure of 1,1'-bis(bicyclopentane) are formed in significant amounts in addition to the above-mentioned compounds.The addition of hydrogen bromide with irradiation leads to the brominated derivatives of cyclopropane and cyclobutane.The formation of cyclobutane derivatives is also observed in the reactions with such reagents as bromine or dioxane bromide (with irradiation) and 2-nitrobenzenesulfenyl chloride (in the presence of atmospheric oxygen).In the course of the reaction of propellane with electrophilic reagents (mercuric acetate, tripropyl- and triallylboranes) ring cleavage occurs, and derivatives of methylenecyclobutane are formed.
Vibrational Spectrum, Structure, and Energy of Propellane
Wiberg, Kenneth B.,Dailey, William P.,Walker, Frederick H.,Waddell, Sherman T.,Crocker, Louis S.,Newton, Marshall
, p. 7247 - 7257 (2007/10/02)
The structure of propellane (bond lenghts and angles) was determined from an analysis of the rotational components of the infrared bands of the parent compound and of its d6 derivative, and it was found to be in good agreement with the structure ca
