The importance of the Lewis base in lithium mediated metallation and bond cleavage reaction of allyl amines and allyl phosphines?
Chemical Communications Pub Date: 2016-05-31 DOI: 10.1039/C6CC03947B
Abstract
Metallation of two analogous N- and P-allyl molecules Ph2NCH2CHCH21 and Ph2PCH2CHCH22 with nBuLi have shown contrasting reactivities based on the choice of Lewis donor. With 1 metallation of the alpha carbon atom was achieved regardless of the Lewis donor used while in comparison metallation of 2 showed an unexpected donor denticity dependence with P–C bond clevage induced with the tri-dentate PMDETA. Complementary DFT and solution studies rationalise this outcome.
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Journal Name：Chemical Communications
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CAS no.: 89640-58-4
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