000 | 02451 am a22002893u 4500 | ||
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042 | _adc | ||
100 | 1 | 0 |
_aChen, Xiaofei _eauthor _91481 |
700 | 1 | 0 |
_aGilissen, Pieter J. _eauthor _91482 |
700 | 1 | 0 |
_aTinnemans, Paul _eauthor _91483 |
700 | 1 | 0 |
_aVanthuyne, Nicolas _eauthor _91484 |
700 | 1 | 0 |
_aRutjes, Floris P. J. T. _eauthor _91485 |
700 | 1 | 0 |
_aFeringa, Ben L. _eauthor _91486 |
700 | 1 | 0 |
_aElemans, Johannes A.A.W. _eauthor _91487 |
700 | 1 | 0 |
_aNolte, Roeland J.M. _eauthor _91488 |
245 | 0 | 0 | _aEnantiodivergent epoxidation of alkenes with a photoswitchable phosphate manganese-salen complex |
260 | _c2022-09-22. | ||
500 | _a/pmc/articles/PMC7613796/ | ||
500 | _a/pubmed/36353682 | ||
520 | _aThe development of enantiodivergent catalysts capable of preparing both enantiomeric products from one substrate in a controlled fashion is challenging. Introducing a switching function into the catalyst can address this challenge, allowing the chiral reaction environment to reversibly change during catalysis. Here we report a photoswitchable phosphate ligand, derived from 2,2'-biphenol, which axially coordinates as the counter ion to an achiral manganese(III) salen catalyst, providing the latter with the ability to switch stereoselectivity in the epoxidation of alkenes. The enantiomers of the chiral ligand exist as a pair of pseudo-enantiomers, which can be interconverted by irradiation with light of different wavelengths. The opposite axial chirality of these pseudo-enantiomers is efficiently transferred to the manganese(III) salen catalyst. With this switchable supramolecular catalyst, the enantioselectivity of the epoxidation of a variety of alkenes can be controlled, resulting in opposite enantiomeric excesses of the epoxide products. This transfer of chirality from a photoswitchable anionic ligand to a metal complex broadens the scope of supramolecular catalysts. | ||
540 | _a | ||
540 | _ahttps://www.springernature.com/gp/open-research/policies/accepted-manuscript-termsUsers may view, print, copy, and download text and data-mine the content in such documents, for the purposes of academic research, subject always to the full Conditions of use: https://www.springernature.com/gp/open-research/policies/accepted-manuscript-terms | ||
546 | _aen | ||
690 | _aArticle | ||
655 | 7 |
_aText _2local |
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786 | 0 | _nNat Synth | |
856 | 4 | 1 |
_uhttp://dx.doi.org/10.1038/s44160-022-00157-7 _zConnect to this object online. |
999 |
_c1698 _d1698 |