A New Efficient Synthesis of the Stilbenoid Laser Dyes BPS and Stilbene I by Palladium‐Catalyzed Coupling of Ethene with Bromoarenes | Zendy

Rümper Jörg | Zendy; Sokolov Viktor V. | Zendy; Rauch Karsten | Zendy; Meijere Armin De | Zendy

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A New Efficient Synthesis of the Stilbenoid Laser Dyes BPS and Stilbene I by Palladium‐Catalyzed Coupling of Ethene with Bromoarenes

Author(s) -

Rümper Jörg,

Sokolov Viktor V.,

Rauch Karsten,

Meijere Armin De

Publication year - 1997

Publication title -

chemische berichte

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 0009-2940

DOI - 10.1002/cber.19971300905

Subject(s) - chemistry , palladium , catalysis , salt (chemistry) , coupling (piping) , combinatorial chemistry , organic chemistry , mechanical engineering , engineering

The palladium‐catalyzed coupling of ethene with 4‐bromobiphenyl and 4′‐bromo‐4‐biphenylsulfonic acid permits a facile one‐pot preparation of the laser dyes ( E )−4,4′‐diphenylstilbene (BPS, 3) and bis(triethylammonium) ( E )−4,4′diphenylstilbene‐4″,4″‐disulfonate ( 6 ) in diastereomerically pure form on a multigram scale, with yields of 69 and 64%, repectively. The latter can easily be transformed to its dipotassium salt 7 , the Stilbene I dye.

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