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One‐Pot Formation of Large Macrocycles with Modifiable Peripheries and Internal Cavities
Author(s) -
Ferguson Joseph S.,
Yamato Kazuhiro,
Liu Rui,
He Lan,
Zeng Xiao Cheng,
Gong Bing
Publication year - 2009
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200900584
Subject(s) - benzene , pyridine , monomer , hydrogen bond , yield (engineering) , planar , chemistry , crystallography , materials science , organic chemistry , molecule , polymer , computer science , composite material , computer graphics (images)
Abstract The shape of things to come : Aromatic oligohydrazide macrocycles with planar backbones enforced by three‐center hydrogen bonds are formed in high yield from monomeric diacid chlorides and dihydrazides. Macrocycles consisting of six meta ‐linked pyridine and benzene residues have an internal cavity of about 10 Å diameter, while those with alternating meta ‐ and para ‐linked benzene residues are larger and contain multiple convergent sites (see picture).