Sequential C–F bond functionalizations of trifluoroacetamides and acetates via spin-center shifts | Zendy

YouJie Yu | Zendy; FengLian Zhang | Zendy; Tianyu Peng | Zendy; Chang-Ling Wang | Zendy; J. L. Cheng | Zendy; Chen Chen | Zendy; K. N. Houk | Zendy; YiFeng Wang | Zendy

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Sequential C–F bond functionalizations of trifluoroacetamides and acetates via spin-center shifts

Author(s) -

YouJie Yu,

FengLian Zhang,

Tianyu Peng,

Chang-Ling Wang,

J. L. Cheng,

Chen Chen,

K. N. Houk,

YiFeng Wang

Publication year - 2021

Publication title -

science

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 12.556

H-Index - 1186

eISSN - 1095-9203

pISSN - 0036-8075

DOI - 10.1126/science.abg0781

Subject(s) - center (category theory) , chemistry , bond , spin (aerodynamics) , stereochemistry , crystallography , engineering , business , aerospace engineering , finance

Sequentially snipping off fluorines It is often useful in pharmaceutical or agrochemical research to modify the properties of carbon compounds by appending one or more fluorine atoms. However, the methods used to prepare mono-, di-, or trifluorocarbon centers tend to differ from each other in inconvenient ways. Yuet al. developed a radical reaction that can successively remove one or two fluorine atoms from trifluoromethyl groups adjacent to amides or esters. The mechanism relies on a spin-center shift after attack at the carbonyl oxygen by a boryl radical.Science , this issue p.1232

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