New Chiral Molecular Tweezers with a Bis-Tröger's Base Skeleton

A convenient synthesis of 5α,8α,14α,17α-5,17:8,14-dimethano-5,8,14,17-tetraaza-5,6,7,8,13,14,17,18-octahydrodibenzo[e,e ‘]benzo[1,2-a:3,4-a ‘]dicyclooctene derivatives is described, and the compounds have been fully characterized by NMR; in some cases, the molecular structure has been determined by...

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Published inJournal of organic chemistry Vol. 66; no. 5; pp. 1607 - 1611
Main Authors Pardo, Carmen, Sesmilo, Esther, Gutiérrez-Puebla, Enrique, Monge, Angeles, Elguero, José, Fruchier, Alain
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 09.03.2001
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
FUNCTIONAL-GROUP ARRAYS
CLATHRATE FORMATION
RECOGNITION
ANALOGS
SYNTHETIC RECEPTORS
CHEMISTRY
BINDING-SITE
STRUCTURAL UNITS
DIOXA<2.2>ORTHOCYCLOPHANE
ACCEPTOR
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Summary:A convenient synthesis of 5α,8α,14α,17α-5,17:8,14-dimethano-5,8,14,17-tetraaza-5,6,7,8,13,14,17,18-octahydrodibenzo[e,e ‘]benzo[1,2-a:3,4-a ‘]dicyclooctene derivatives is described, and the compounds have been fully characterized by NMR; in some cases, the molecular structure has been determined by X-ray crystallography. These compounds represent the first examples of a new class of molecular tweezers.
Bibliography:istex:8B2593D67A22758A39B2BB256298686970C6B48E
ark:/67375/TPS-4FWZV4N8-G
Dedicated to Professor José Luis Soto on the occasion of his 70th birthday.
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SourceType-Scholarly Journals-1
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ISSN:0022-3263
1520-6904
DOI:10.1021/jo0010882