Structure-reactivity studies on hypervalent square-pyramidal dithieno[3,2-:2′,3′-]phospholes

A series of neutral pentacoordinate dithieno[3,2- b :2′,3′- d ]phosphole compounds were synthesized by [4 + 1] cycloaddition with o -quinones. Counter to the expected trigonal bipyramidal geometry, the luminescent hypervalent dithienophospholes exhibit square pyramidal geometry with inherently Lewis...

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Bibliographic Details
Published in:Dalton transactions : an international journal of inorganic chemistry 2021-02, Vol.5 (6), p.2243-2252
Main Authors: Asok, Nayanthara, Gaffen, Joshua R, Pradhan, Ekadashi, Zeng, Tao, Baumgartner, Thomas
Format: Article
Language:English
Subjects:
Crystallography
Cycloaddition
Nucleophiles
Quinones
Reactivity
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Summary:A series of neutral pentacoordinate dithieno[3,2- b :2′,3′- d ]phosphole compounds were synthesized by [4 + 1] cycloaddition with o -quinones. Counter to the expected trigonal bipyramidal geometry, the luminescent hypervalent dithienophospholes exhibit square pyramidal geometry with inherently Lewis acidic phosphorus center that is stabilized via supramolecular π-stacking interactions in the solid state and in solution. Due to their Lewis-acid character, the compounds react with nucleophiles, suggesting their potential as mediator in organic transformations. The new species thus present an intriguing structural plaform for the design of neutral P( v ) Lewis acids with useful reactivities. Reaction of dithienophospholes with quinones provides hypervalent phosphorus species with square-pyramidal geometry and promising reactivity.
ISSN:1477-9226
1477-9234
DOI:10.1039/d1dt00062d