Mineral catalysis of a potentially prebiotic aldol condensation.

Abstract:

:Minerals may have played a significant role in chemical evolution. In the course of investigating the chemistry of phosphonoacetaldehyde (PAL), an analogue of glycolaldehyde phosphate, we have observed a striking case of catalysis by the layered hydroxide mineral hydrotalcite ([Mg2Al(OH)6][Cl.nH2O]). In neutral or moderately basic aqueous solutions, PAL is unreactive even at a concentration of 0.1 M. In the presence of a large excess of NaOH (2 M), the compound undergoes aldol condensation to produce a dimer containing a C3-C4 double-bond. In dilute neutral solutions and in the presence of the mineral, however, condensation takes place rapidly, to produce a dimer which is almost exclusively the C2-C3 unsaturated product.

journal_name

J Mol Evol

authors

De Graaf RM,Visscher J,Xu Y,Arrhenius G,Schwartz AW

doi

10.1007/pl00006406

subject

Has Abstract

pub_date

1998-11-01 00:00:00

pages

501-7

issue

5

eissn

0022-2844

issn

1432-1432

journal_volume

47

pub_type

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