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Amino Acid‐Functionalized Metal‐Organic Frameworks for Asymmetric Base–Metal Catalysis
Author(s) -
Newar Rajashree,
Akhtar Naved,
Antil Neha,
Kumar Ajay,
Shukla Sakshi,
Begum Wahida,
Manna Kuntal
Publication year - 2021
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202100643
Subject(s) - enantioselective synthesis , catalysis , chemistry , hydroboration , hydrosilylation , metalation , metal organic framework , homogeneous catalysis , combinatorial chemistry , organic chemistry , heterogeneous catalysis , adsorption
We report a strategy to develop heterogeneous single‐site enantioselective catalysts based on naturally occurring amino acids and earth‐abundant metals for eco‐friendly asymmetric catalysis. The grafting of amino acids within the pores of a metal‐organic framework (MOF), followed by post‐synthetic metalation with iron precursor, affords highly active and enantioselective (>99 % ee for 10 examples) catalysts for hydrosilylation and hydroboration of carbonyl compounds. Impressively, the MOF‐Fe catalyst displayed high turnover numbers of up to 10 000 and was recycled and reused more than 15 times without diminishing the enantioselectivity. MOF‐Fe displayed much higher activity and enantioselectivity than its homogeneous control catalyst, likely due to the formation of robust single‐site catalyst in the MOF through site‐isolation.