Abstract
A wide range of polyfunctional diaryl-and diheteroarylzinc species were prepared in toluene within 10 min to 5 h through an I/Zn or Br/Zn exchange reaction using bimetallic reagents of the general formula R’2Zn·2LiOR (R’=sBu, tBu, pTol). Highly sensitive functional groups, such as a triazine, a ketone, an aldehyde, or a nitro group, were tolerated in these exchange reactions, enabling the synthesis of a plethora of functionalized (hetero)arenes after quenching with various electrophiles. Insight into the constitution and reactivity of these bimetallic mixtures revealed the formation of highly active lithium diorganodialkoxyzincates of type[R’2Zn-(OR)2Li2].
Original language | English |
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Pages (from-to) | 12898-12902 |
Number of pages | 5 |
Journal | Angewandte Chemie International Edition |
Volume | 58 |
Issue number | 37 |
Early online date | 27 Jun 2019 |
DOIs | |
Publication status | Published - 9 Sept 2019 |
Keywords
- alkoxides
- lithium
- metal/halogen exchange
- organozinc reagents
- toluene