Guo, Lin; Dutton, Oliver J.; Kucukdisli, Murat; Davy, Matthew; Wagnieres, Olivier; Butts, Craig P.; Myers, Eddie L.; Aggarwal, Varinder K. published their research in Journal of the American Chemical Society in 2021. The article was titled 《Conformationally Controlled Linear and Helical Hydrocarbons Bearing Extended Side Chains》.Synthetic Route of C13H26B2O4 The article contains the following contents:
Conformationally controlled flexible mols. are ideal for applications in medicine and materials, where shape matters but an ability to adapt to multiple and changing environments is often required. The conformation of flexible hydrocarbon chains bearing contiguous Me substituents is controlled through the avoidance of syn-pentane interactions: alternating syn-anti isomers adopt a linear conformation while all-syn isomers adopt a helical conformation. From a simple diamond lattice anal., larger substituents, which would be required for most potential applications, result in significant and unavoidable syn-pentane interactions, suggesting substantially reduced conformational control. Through a combination of computation, synthesis, and NMR anal., we have identified a selection of substitution patterns that allow large groups to be incorporated on conformationally controlled linear and helical hydrocarbon chains. Surprisingly, when the Me substituents of alternating syn-anti hydrocarbons are replaced with acetoxyethyl groups, the main chain of almost 95% of the population of mols. adopt a linear conformation. Here, the side chains adopt nonideal eclipsed conformations with the main chain, thus minimizing syn-pentane interactions. In the case of all-syn hydrocarbons, concurrent removal of some Me groups on the main chain adjacent to the large substituents is required to maintain a high population of mols. adopting a helical conformation. This information can now be used to design flexible hydrocarbon chains displaying functional groups in a defined relative orientation for multivalent binding or cooperative reactivity, for example, in targeting the interfaces defined by disease-relevant protein-protein interactions. The results came from multiple reactions, including the reaction of Bis[(pinacolato)boryl]methane(cas: 78782-17-9Synthetic Route of C13H26B2O4)
Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds.Synthetic Route of C13H26B2O4 Organoboron compounds are versatile intermediates and as such are some of the most important classes of reagents in modern organic chemistry. This stems from their ease of preparation combined with their ability to undergo a broad range of chemical transformations.
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