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Preorganized hydrogen bond donors

Based on the triglyme theozyme, additional catalysts were designed.1181 Of the potential catalysts examined, 6 was predicted to provide the best differential stabilization of the reactants and transition state. This molecule contains a polyether substructure as well as an additional hydrogen bond donor (the carbamate NH) which may further promote departure of the aryloxide leaving group. In addition, this catalyst is preorganized such that its polyether array is predisposed towards efficient... [Pg.85]

Hydrogen bonds can preorganize the spatial arrangement of the reactants In cases where hydrogen bond donor/acceptor functions are attached to a (chiral) scaffold, they can steer the assembly of a well-defined catalyst-substrate complex. The positions of hydrogen bond donors and acceptors determine the stereoselechvity of the reaction. [Pg.18]

Preorganization is not a prerequisite for hydrogen-bonded co-crystal formation. It appears that the directing forces of hydrogen bonds are so powerful that many simple organic hydrogen-bond donors and acceptors will self-associate in solution and... [Pg.489]


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See also in sourсe #XX -- [ Pg.247 ]




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