Synthesis and photophysical properties of benzo[c]thiophene, p-phenylene-, triphenylamine-, and pyrene-based vinylenes. Issue 22 (16th November 2016)

• Record Type: Journal Article
• Authors: Nandakumar, Meganathan; Sankar, Elumalai; Mohanakrishnan, Arasambattu K.
• Is Part Of: Synthetic communications. Volume 46:Issue 22(2016)
• Page Start: 1810
• Page End: 1819
• Publication Date: 2016-11-16
• Subjects: Benzo[c]thiophene -- Horner–Wadsworth–Emmons reaction -- Michaelis-Arbuzov reaction -- phosphonate ester -- pyrene -- triphenylamine -- vinylene; Organic compounds -- Synthesis -- Periodicals; Chemistry, Organic; Synthesis; 547.205
• DOI: 10.1080/00397911.2016.1228111
• Languages: English
• ISSNs: 0039-7911

Abstract

ABSTRACT: An efficient synthesis of benzo[ c ]thiophenyl/ p -phenylenyl/pyrenyl phosphonate esters has been achieved using ZnBr2 -catalyzed Michaelis–Arbuzov reaction of corresponding benzyl alcohol/bromides at room temperature. Horner–Wadsworth–Emmons reaction of the phosphonate esters with aryl/heteroaryl aldehydes in the presence of t -BuOK furnished the vinylenes in good yields. The absorption and emission characteristics of the synthesized vinylenes were also reported. GRAPHICAL ABSTRACT: