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Cycloaddition Reactions of 1‐Alkyl‐3,4,5‐triphenyl‐1,2‐diphosphacyclopenta‐2,4‐dienes
Author(s) -
Miluykov Vasili,
Bezkishko Ilya,
Zagidullin Almaz,
Sinyashin Oleg,
Lönnecke Peter,
HeyHawkins Evamarie
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200801181
Subject(s) - chemistry , cycloaddition , alkyl , maleic anhydride , reactivity (psychology) , alkylation , medicinal chemistry , thermal decomposition , maleimide , organic chemistry , sodium azide , catalysis , copolymer , medicine , alternative medicine , pathology , polymer
1‐Alkyl‐3,4,5‐triphenyl‐1,2‐diphosphacyclopenta‐2,4‐dienes 1 , obtained by alkylation of sodium 1,2‐diphospha‐3,4,5‐triphenylcyclopentadienide, exhibit dual reactivity in cycloaddition reactions: as dienes (with maleic anhydride and maleimide) or as dienophiles (with 2,3‐dimethylbutadiene). Thermolysis of 1 occurs with a [1,5] sigmatropic shift to form a [2+2] cyclodimerization product.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)