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Original Articles

ORGANOPHOSPHORUS COMPOUNDS, XXXII THE REACTION OF ALKYL PHOSPHITES WITH 1-(DIPHENYLMETHYLENE)-2(1H)- AND 4-(DIPHENYLMETHYLENE)-1(4H)-NAPHTHALENONES

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Pages 343-347 | Received 17 Jul 1980, Accepted 07 Oct 1980, Published online: 19 Dec 2006
 

Abstract

1-(Diphenylmethylene)-2(1H)-naphthalenone (1) reacts with trialkyl phosphites to give the corresponding 1,2-dihydro-2-alkoxy-1,1-diphenylnaphth[1,2-d-] [1,2]-oxaphosphole-2-oxides (3a-c). The latter compounds are equally obtained by the reaction of dialkyl phosphites with 1. A mechanism for this reaction is presented which accounts for the experimental results. On the other hand, 4-(diphenylmethylene)-1(4H)-naphthalenone (2) reacts only with dialkyl phosphites to give dialkyl[4-diphenylmethylene)-1,4-dihydro-1-hydroxy-1-naphthyl]-phosphonates (9a-c). Structural assignments are based on analytical, chemical and spectroscopic evidence.

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