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Christophe Heiss

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Related publications (8)

Please note that this is not a complete list of this person’s publications. It includes only semantically relevant works. For a full list, please refer to Infoscience.

Trifluoromethyl-substituted phenylsilanes: the regiochemical course of their metalation dictated by buttressing effects

Christophe Heiss

Triethyl[(2-trifluoromethyl)phenyl]silane reacts with the superbasic LIC-KOR mixt. of butyllithium and potassium tert-butoxide exclusively at the 4-position ("meta-metalation") and not at all at the 3-position ("ortho-metalation"). Two further substrates w ...

2006

Remote trimethylsilyl groups interfering with the ortho deprotonation of fluoroarenes and chloroarenes

Christophe Heiss

(2-Fluorophenyl)trimethylsilane (2-F) and (2-chlorophenyl)trimethylsilane (2-Cl) react with sec-butyllithium or lithium 2,2,6,6-tetramethylpiperidide under permutational hydrogen/metal interconversion (metalation) more slowly than, resp., the corresponding ...

2007

Relay propagation of crowding: the trifluoromethyl group as both an emitter and transmitter of steric pressure

Rosario Scopelliti, Christophe Heiss, Eric Masson, Fabrice Cottet

Whereas lithium 2,2,6,6-tetramethylpiperidide (LITMP) abstrs. a proton exclusively from the 4-position of 3-bromobenzotrifluoride, the same base attacks selectively the 2-position when employed in the presence of N,N,N',N'',N''-pentamethyldiethylenetriamin ...

2006