Metalated Heterocycles in Organic Synthesis: Recent Applications

Chinchílla, Rafael; Nájera, Carmén; Yus, Miguel

doi:10.1002/chin.200726233

Cited by 3 publications

(1 citation statement)

References 271 publications

(284 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…However, it has never been used in the synthesis of CP despite aryl alkyne being an important building block in the synthesis of poly(p-phenyleneethyn-ylene)s (PPE)s and poly(p-phenylenebutadiynylene)s (PPB)s whose structure is depicted in Figure 1. The synthesis of PPE relies on the reaction between an aryl halide and an aryl alkyne under Sonogashira coupling conditions, which require precise stoichiometric balance of monomers and inevitably lead to the incorporation of minor homocoupling (i.e., butadiynylene) defects, 7 giving mostly a PPE product with minor PPB content. The synthetic route to PPB involves the coupling of two terminal alkynes typically accomplished under Hay or Glaser coupling conditions.…”

mentioning

confidence: 99%

Synthesis of Poly(phenylenebutadiynylenes) Using the Decarboxylative Coupling of Propiolic Acid and Aryl Iodides

Vokatá

Kumar

Park

et al. 2013

Synlett

View full text Add to dashboard Cite

Conjugated random copolymers containing phenylenebutadiynylenes and phenyleneethynylenes were synthesized from the palladium-and copper-catalyzed decarboxylative coupling reaction of propiolic acid with aryl iodides. This one-step synthetic approach provides a facile route to conjugated polymers whose synthesis typically requires a multistep conversion of the starting diiodoarenes into diacetylenes prior to polymerization.

show abstract

mentioning

confidence: 99%