The insertion and extrusion of heterosulfur bridges. III. A useful chemical‐chromatographic separation procedure | Zendy

Klemm L. H. | Zendy; Hsin Wilson | Zendy

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The insertion and extrusion of heterosulfur bridges. III. A useful chemical‐chromatographic separation procedure

Author(s) -

Klemm L. H.,

Hsin Wilson

Publication year - 1976

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570130620

Subject(s) - chemistry , sulfur , yield (engineering) , silica gel , phenanthrene , sulfoxide , chromatography , extrusion , thiophene , iodobenzene , sodium hydride , organic chemistry , catalysis , materials science , metallurgy

A method is described for the isolation of pure phenanthro[4,5‐bcd] thiophene ( 4 ) from a sulfur‐bridging reaction mixture, also containing phenanthrene ( 3 ) and elemental sulfur, by selective oxidation of 4 to the sulfoxide ( 5 ) by means of iodobenzene dichloride, chromato‐graphic separation of 5 on silica gel, and finally reduction of 5 back to 4 by means of sodium bis(methoxyethoxy)aluminum hydride in 25% overall yield from 3.

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