Abstract：
:Acid catalysis by hydronium ions is ubiquitous in aqueous-phase organic reactions. Here we show that hydronium ion catalysis, exemplified by intramolecular dehydration of cyclohexanol, is markedly influenced by steric constraints, yielding turnover rates that increase by up to two orders of magnitude in tight confines relative to an aqueous solution of a Brønsted acid. The higher activities in zeolites BEA and FAU than in water are caused by more positive activation entropies that more than offset higher activation enthalpies. The higher activity in zeolite MFI with pores smaller than BEA and FAU is caused by a lower activation enthalpy in the tighter confines that more than offsets a less positive activation entropy. Molecularly sized pores significantly enhance the association between hydronium ions and alcohols in a steric environment resembling the constraints in pockets of enzymes stabilizing active sites.
journal_name
Nat Communjournal_title
Nature communicationsauthors
Shi H,Eckstein S,Vjunov A,Camaioni DM,Lercher JAdoi
10.1038/ncomms15442subject
Has Abstractpub_date
2017-05-25 00:00:00pages
15442issn
2041-1723pii
ncomms15442journal_volume
8pub_type
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