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Trinacrene – a Product of Structure‐Directed Synthesis
Author(s) -
Ashton Peter R.,
Isaacs Neil S.,
Kohnke Franz H.,
D'Alcontres Guglielmo Stagno,
Stoddart J. Fraser
Publication year - 1989
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198912611
Subject(s) - symmetry (geometry) , product (mathematics) , cage , chemistry , combinatorial chemistry , crystallography , stereochemistry , mathematics , combinatorics , geometry
Trinacrene (1) is a promising—and very attractive‐new cage compound with a name derived from an old designation for Sicily (Trinacrien). The synthesis of 1 was accomplished in two steps involving six (2 × 3) Diels–Alder reactions and highly symmetrical precursors, the second step being a high‐pressure reaction (10 kbar). Compound 1 displays D 3 h symmetry and gives only the predicted five 1 H NMR signals.