Tags

Type your tag names separated by a space and hit enter

Stereoselective synthesis of cis- and trans-oligo(phenylenevinylene)s via palladium-catalyzed cross-coupling reactions.
J Org Chem. 2006 Mar 31; 71(7):2699-705.JO

Abstract

cis-Oligo(phenylenevinylene)s (OPVs) are synthesized by Suzuki-Miyaura coupling of arylboronic acids with (Z)-bromoalkenes in over 96% geometrical purity. On the other hand, trans-oligo(phenylenevinylene)s can be synthesized by Hiyama coupling of aryl iodide with (E)-alkenylsilanes in almost perfect purities. Effect of pi-conjugation chain length on photoisomerization behavior of OPVs is described.

Authors+Show Affiliations

Katayama H
International Research Center for Elements Science (IRCELS), Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011, Japan.
Nagao M
No affiliation info available
Ozawa F
No affiliation info available
Ikegami M
No affiliation info available
Arai T
No affiliation info available

MeSH

Boronic AcidsCatalysisHydrocarbons, BrominatedMolecular StructurePalladiumPolyvinylsStereoisomerism

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

16555823

Citation

Katayama, Hiroyuki, et al. "Stereoselective Synthesis of Cis- and Trans-oligo(phenylenevinylene)s Via Palladium-catalyzed Cross-coupling Reactions." The Journal of Organic Chemistry, vol. 71, no. 7, 2006, pp. 2699-705.
Katayama H, Nagao M, Ozawa F, et al. Stereoselective synthesis of cis- and trans-oligo(phenylenevinylene)s via palladium-catalyzed cross-coupling reactions. J Org Chem. 2006;71(7):2699-705.
Katayama, H., Nagao, M., Ozawa, F., Ikegami, M., & Arai, T. (2006). Stereoselective synthesis of cis- and trans-oligo(phenylenevinylene)s via palladium-catalyzed cross-coupling reactions. The Journal of Organic Chemistry, 71(7), 2699-705.
Katayama H, et al. Stereoselective Synthesis of Cis- and Trans-oligo(phenylenevinylene)s Via Palladium-catalyzed Cross-coupling Reactions. J Org Chem. 2006 Mar 31;71(7):2699-705. PubMed PMID: 16555823.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Stereoselective synthesis of cis- and trans-oligo(phenylenevinylene)s via palladium-catalyzed cross-coupling reactions. AU - Katayama,Hiroyuki, AU - Nagao,Masato, AU - Ozawa,Fumiyuki, AU - Ikegami,Masashi, AU - Arai,Tatsuo, PY - 2006/3/25/pubmed PY - 2007/1/18/medline PY - 2006/3/25/entrez SP - 2699 EP - 705 JF - The Journal of organic chemistry JO - J Org Chem VL - 71 IS - 7 N2 - cis-Oligo(phenylenevinylene)s (OPVs) are synthesized by Suzuki-Miyaura coupling of arylboronic acids with (Z)-bromoalkenes in over 96% geometrical purity. On the other hand, trans-oligo(phenylenevinylene)s can be synthesized by Hiyama coupling of aryl iodide with (E)-alkenylsilanes in almost perfect purities. Effect of pi-conjugation chain length on photoisomerization behavior of OPVs is described. SN - 0022-3263 UR - https://www.unboundmedicine.com/medline/citation/16555823/Stereoselective_synthesis_of_cis__and_trans_oligo_phenylenevinylene_s_via_palladium_catalyzed_cross_coupling_reactions_ DB - PRIME DP - Unbound Medicine ER -