Ethene Heck arylation

Heck arylation of ethene with, 42 494 lodomethane, catalytic decomposition, 35 144 2,3-IOI-isopropylidene-2,3-dihydroxy-l,4-bis-(dishenylphosphino) butane (DIOP) as catalyst, 25 90, 91... 

The Heck arylation of ethene with iodoarenes was investigated with a preformed [PdCl2(tppms)2] catalyst and gave the product styrenes in 60-100% yield (115). In contrast, when the in situ system Pd(OAc)2 -T 2tppms was used as a precursor, the conversion was less effective and yielded the hydration products. 

Pd,122-124,1 8 133 134 pt 123,124,128 an(j q,127 Metal complexes of iminophosphines have been used in various catalytic reactions, such as the coupling of organostannanes with aryl halides,135 oligomerization of ethene,122 Heck reactions,136 and allylic alkylation reactions.123... 

The Heck reaction (the reaction among an aryl iodide [e.g., iodobenzene, QHsI], palladium acetate [Pd(02CCH3)], and an alkene [e.g., ethene, H2C=CH2] to yield an aryl-substituted alkene [e.g., ethenyl-benzene, styrene, QH5CH=CH2]) has already been described in Chapter 6 and Scheme 6.54. In contrast to what is discussed here, the organometallic (palladium) intermediate was not isolated. 

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