Literature DB >> 20942400

Unusual inverse temperature dependence on reaction rate in the asymmetric autocatalytic alkylation of pyrimidyl aldehydes.

Michela Quaranta1, Timo Gehring, Barbara Odell, John M Brown, Donna G Blackmond.   

Abstract

Observations of an intriguing inverse temperature dependence on reaction rate and a profound induction period in the Soai autocatalytic reaction are reported along with detailed kinetic and NMR investigations of the product alkoxide at low temperatures, leading to the suggestion that the active catalyst is derived in situ from the tetrameric ground state.

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Year:  2010        PMID: 20942400     DOI: 10.1021/ja103204w

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  8 in total

Review 1.  The Origin of Biological Homochirality.

Authors:  Donna G Blackmond
Journal:  Cold Spring Harb Perspect Biol       Date:  2019-03-01       Impact factor: 10.005

Review 2.  Asymmetric Autocatalysis as an Efficient Link Between the Origin of Homochirality and Highly Enantioenriched Compounds.

Authors:  Kenso Soai; Tsuneomi Kawasaki; Arimasa Matsumoto
Journal:  Orig Life Evol Biosph       Date:  2022-08-12       Impact factor: 1.120

3.  Structural Contributions to Autocatalysis and Asymmetric Amplification in the Soai Reaction.

Authors:  Soumitra V Athavale; Adam Simon; K N Houk; Scott E Denmark
Journal:  J Am Chem Soc       Date:  2020-10-14       Impact factor: 15.419

4.  Synthesis, characterisation and reactivity of copper(I) amide complexes and studies on their role in the modified Ullmann amination reaction.

Authors:  Simon Sung; D Christopher Braddock; Alan Armstrong; Colin Brennan; David Sale; Andrew J P White; Robert P Davies
Journal:  Chemistry       Date:  2015-03-18       Impact factor: 5.236

5.  Rationalization of Asymmetric Amplification via Autocatalysis Triggered by Isotopically Chiral Molecules.

Authors:  Neil A Hawbaker; Donna G Blackmond
Journal:  ACS Cent Sci       Date:  2018-06-06       Impact factor: 14.553

Review 6.  Asymmetric autocatalysis. Chiral symmetry breaking and the origins of homochirality of organic molecules.

Authors:  Kenso Soai
Journal:  Proc Jpn Acad Ser B Phys Biol Sci       Date:  2019       Impact factor: 3.493

7.  Kinetics of cooperative CO2 adsorption in diamine-appended variants of the metal-organic framework Mg2(dobpdc).

Authors:  Jeffrey D Martell; Phillip J Milner; Rebecca L Siegelman; Jeffrey R Long
Journal:  Chem Sci       Date:  2020-03-31       Impact factor: 9.825

8.  Crystal Structure of the Isopropylzinc Alkoxide of Pyrimidyl Alkanol: Mechanistic Insights for Asymmetric Autocatalysis with Amplification of Enantiomeric Excess.

Authors:  Arimasa Matsumoto; Takaaki Abe; Atsushi Hara; Takayuki Tobita; Taisuke Sasagawa; Tsuneomi Kawasaki; Kenso Soai
Journal:  Angew Chem Int Ed Engl       Date:  2015-10-23       Impact factor: 15.336

  8 in total

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