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Charge‐Transfer Diamondoid Lattices: An Unprecedentedly Huge and Highly Catenating Diamondoid Network Arising from a Tetraphenol as a Tetrahedral Node and Benzoquinone as a Linear Spacer
Author(s) -
Reddy D. Shekhar,
Dewa Takehisa,
Endo Ken,
Aoyama Yasuhiro
Publication year - 2000
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 - 10.1002/1521-3773(20001201)39:23<4266::aid-anie4266>3.0.co;2-a
Subject(s) - diamondoid , catenation , stacking , benzoquinone , hydrogen bond , chemistry , hückel method , lattice (music) , tetrahedron , quinone , crystallography , charge (physics) , materials science , stereochemistry , molecule , physics , organic chemistry , dna , biochemistry , acoustics , molecular orbital , quantum mechanics
Tetrakis[4‐(3‐hydroxyphenyl)phenyl]methane ( 1 ) and benzoquinone assemble with the help of hydrogen bonding to give the largest known diamondoid lattice ( 2 , 76 Å long). In this case the highest degree (11‐fold) of catenation ever recorded results in phenol–quinone charge‐transfer stacking. A section of the lattice 2 is shown schematically; the four‐coordinate units represent 1 , the linear blocks benzoquinone, and the dashed lines hydrogen bonds.