The Interlocking of Salicylic Aldehydes and Ketones with a 2 h ‐1,2,4,3‐Triazaphosphole | Zendy

Schmidpeter Alfred | Zendy; Steinmüller Franz | Zendy; Nöth Heinrich | Zendy

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The Interlocking of Salicylic Aldehydes and Ketones with a 2 h ‐1,2,4,3‐Triazaphosphole

Author(s) -

Schmidpeter Alfred,

Steinmüller Franz,

Nöth Heinrich

Publication year - 1996

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.19961291215

Subject(s) - chemistry , benzophenone , aldehyde , yield (engineering) , medicinal chemistry , double bond , hydrogen bond , amide , carbonyl group , bicyclic molecule , crystal structure , stereochemistry , organic chemistry , molecule , catalysis , materials science , metallurgy

Salicylic aldehyde ( 2a ) adds to 2‐methyl‐5‐phenyl‐2 H ‐1,2,4,3‐triazaphosphole ( 1 ) to yield the bicyclic phosphonic amide 3a . The OH group adds to the P=N bond, the carbon atom the carbonyl group is inserted into the other P—N bond, and the phosphorus atom is oxidized. In the crystal the compound forms dimers by a double hydrogen bond between two HN‐PO units. Substituted salicylic aldehydes as well as ortho ‐hydroxyacetophenone and benzophenone react in the same way.

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