Aryl Halide Radical Clocks as Probes of Stannylene/Aryl Halide C–H Activation Rates View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2014-01

AUTHORS

Ajdin Kavara, Michael M. Kheir, Jeff W. Kampf, Mark M. Banaszak Holl

ABSTRACT

Using the radical cyclization induced by the reaction of (1) with 1-(but-3-en-1-yloxy)-2-iodobenzene, we have determined the rate of allylic and propargylic C–H activation to be 1.1 ± 0.2 × 108 M−1 s−1. The rate of oxidative addition of aryl halide with 1 was estimated to be 107–108 M−1 s−1. The radical cyclization involving 1 and 1-(allyloxy)-2-iodobenzene proceeds quantitatively, indicating that the rate of cyclization (9.6 × 109 s−1) is faster than the rate of hydrocarbon/alkene/alkyne C–H abstraction. More... »

PAGES

250-257

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s10904-013-9990-y

DOI

http://dx.doi.org/10.1007/s10904-013-9990-y

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1013897656


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