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Organophosphorverbindungen, 71 [1] . Phosphaalkine und Phosphaalkene als Abfangpartner für 1,2‐Dehydrobenzol und Phenylium‐2‐carboxylat [2]
Author(s) -
Breit Bernhard,
Regitz Manfred
Publication year - 1993
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.19931260826
Subject(s) - chemistry , carboxylate , medicinal chemistry , benzene , nitrogen , stereochemistry , organic chemistry
Organophosphorus Compounds, 71 [1] . – Phosphaalkynes and Phosphaalkenes as Trapping Partners for 1,2‐Dehydrobenzene and Phenylium‐2‐carboxylate [2] The reaction of benzene‐1‐diazonium‐2‐carboxylate ( 6 ) and of diphenyliodonium‐2‐carboxylate ( 7 ) with the phosphaalkynes 4 under thermal conditions leads to the formation of the 1,2‐dihydro‐1,3‐diphosphetes 10 . With the phosphaalkenes 12 the benzenediazoniumcarboxylate 6 reacts with loss of nitrogen to give the so far unknown arylphosphaalkenes 13 , the methanolysis of which afford the acylarylphosphanes 14 . 1,2‐Dehydrobenzene ( 1 ), generated by β‐elimination starting with 15 or 16 , does not react with the phosphaalkyne 4a (→ 5, R = t Bu) but can be trapped by an insertion reaction with the phosphaalkenes 12 with formation of 17 .