HANNOVER MESSE 2018, 23 - 27 April
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Odorless & Requiring almost no Cleaning

Reagent Bound to Polymer Facilitates Introduction of Protective Groups

Karlsruher Institut für Technologie

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Protective groups have important functions in synthetic organic chemistry. Attaching protective groups to a source substance prevents unintended conversion of the functional group in a chemical reaction. In this way, selective conversion can be achieved of one reactive group in the presence of one or more other such groups. Special sulphur protective groups also offer a possibility to remove the group and, at the same time, introduce other advantageous groupings into the molecule. Synthesizing these dithiane protective groups normally involves organic sulphur compounds which are highly toxic and extremely odorous. Moreover, the individual target substances must be cleaned carefully, which is not only time-consuming but also means extra financial expense caused by the solvents and separating materials required. To overcome these drawbacks, KIT scientists of the Institute of Organic Chemistry developed a polymer-bound reagent which greatly facilitates the introduction of dithiane protective groups and allows application in parallel synthesis. An aldehyde or ketone as the source material can thus be converted, by means of the reagent and the addition of a solvent, simply, quickly, and safely into the target molecule carrying the protective group. The reagent invented contains two substances needed in protective group synthesis which, because of their polymer binding, are no longer volatile and thus are less toxic and do not smell. In addition, the polymer material inclusive of the reagents and any byproducts generated can be removed from the reaction mix at minimum expense by filtration and evaporation of the solvent. Use of the reagent bound to the solid phase in most cases permits a synthesis with simplified or no purification at all by separation methods, as the reactions proceed very cleanly and, in most cases, without any byproducts. Applications of the polymer reagent developed are found in synthetic organic chemistry as protective groups.

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