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First Synthesis of a Highly Basic Dendrimer and its Catalytic Application in Organic Methodology
Author(s) -
Sarkar Arunkanti,
Ilankumaran Palanichamy,
Kisanga Philip,
Verkade John G.
Publication year - 2004
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200404089
Subject(s) - chemistry , dendrimer , catalysis , organic synthesis , combinatorial chemistry , organic chemistry , nanotechnology , materials science
Sixteen OCH 2 CH 2 N 3 P( i ‐BuNCH 2 CH 2 ) 3 N substituents (A) containing the highly basic bicyclic azido‐phosphine moiety shown, have been incorporated into the dendrimer [CH 2 CH 2 N[(CH 2 ) 3 N[(CH 2 ) 3 NHC(O)‐3,5‐bis‐(A)‐C 6 H 3 ] 2 ] 2 ] 2 in five steps from commercially available starting materials with an overall yield of 22.5%. Also presented are examples of Michael additions, nitroaldol reactions and aryl isocyanate trimerizations that are efficiently catalyzed by the dendrimer.