Fluorescent 3-Methylene-2,3-Dihydrochalcogenophenes Incorporated in a Rigid Dibenzobarrelene Skeleton | Zendy

Akihiko Ishii | Zendy; Yuki Yamaguchi | Zendy; Norio Nakata | Zendy

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Fluorescent 3-Methylene-2,3-Dihydrochalcogenophenes Incorporated in a Rigid Dibenzobarrelene Skeleton

Author(s) -

Akihiko Ishii,

Yuki Yamaguchi,

Norio Nakata

Publication year - 2011

Publication title -

organic letters

Language(s) - Uncategorized

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/ol2013523

Subject(s) - dimethyl acetylenedicarboxylate , chemistry , fluorescence , methylene , medicinal chemistry , derivative (finance) , diselenide , sulfur , molecule , organic chemistry , selenium , catalysis , cycloaddition , physics , quantum mechanics , financial economics , economics

The fluorescent 3-methylene-2,3-dihydroselenophene derivative (Φ(F) = 0.86 in CH(2)Cl(2)) incorporated in a dibenzobarrelene skeleton was synthesized by the reaction of a four-membered selenaplatinacycle with dimethyl acetylenedicarboxylate (DMAD) or reaction of bis(dibenzobarrelenyl) diselenide with DMAD in the presence of Pd(PPh(3))(4) and PPh(3). A fluorescent sulfur homologue (Φ(F) = 1.0 in CH(2)Cl(2)) was also synthesized by the reaction of bis(dibenzobarrelenyl) disulfide with DMAD in the presence of Pd(PPh(3))(4). Selected chemical transformations of these diesters were also investigated.

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