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Intramolecular Cycloaddition Reactions of 1‐Alkenyl‐3,4,5‐triaryl‐1,2‐diphosphacyclopenta‐2,4‐dienes
Author(s) -
Zagidullin Almaz A.,
Miluykov Vasili A.,
Krivolapov Dmitry B.,
Kharlamov Sergey V.,
Latypov Shamil K.,
Sinyashin Oleg G.,
HeyHawkins Evamarie
Publication year - 2011
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.201100615
Subject(s) - chemistry , intramolecular force , cycloaddition , stereoselectivity , tricyclic , intermolecular force , alkylation , intramolecular reaction , medicinal chemistry , stereochemistry , organic chemistry , molecule , catalysis
1‐Alkenyl‐3,4,5‐triaryl‐1,2‐diphosphacyclopenta‐2,4‐dienes obtained by alkylation of sodium 3,4,5‐triaryl‐1,2‐diphosphacyclopentadienide with Br(CH 2 ) n CH=CH 2 undergo, depending on the n value, either an intermolecular Diels–Alder reaction leading to polymeric compounds ( n = 1, 4) or intramolecular cycloaddition reactions to give tricyclic cage phosphanes with high regio‐ and stereoselectivity ( n = 2, 3). The structures and conformational behavior of these new tricyclic phosphanes are discussed.