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Self‐Assembled Pd 6 Open Cage with Triimidazole Walls and the Use of Its Confined Nanospace for Catalytic Knoevenagel‐ and Diels–Alder Reactions in Aqueous Medium
Author(s) -
Samanta Dipak,
Mukherjee Sandip,
Patil Yogesh P.,
Mukherjee Partha Sarathi
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201201679
Subject(s) - knoevenagel condensation , chemistry , catalysis , cage , aqueous solution , methylene , diels–alder reaction , acceptor , polymer chemistry , organic chemistry , physics , mathematics , combinatorics , condensed matter physics
The two‐component self‐assembly of a 90° Pd II acceptor and a triimidazole donor led to the formation of a water‐soluble semi‐cylindrical cage with a hydrophobic cavity, which was separately crystallized with hydrophilic‐ and hydrophobic guests. The parent cage was found to catalyze the Knoevenagel condensation reaction of a series of aromatic mono‐aldehydes with active methylene compounds, such as Meldrum′s acid or 1,3‐dimethylbarbituric acid. The confined hydrophobic nanospace within this cage was also used in the catalytic Diels–Alder reactions of 9‐hydroxymethylanthracene with N ‐phenylmaleimide or N ‐cyclohexylmaleimide.