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Structures of Quino[7,8‐ h ]quinoline and Quino[8,7‐ h ]quinoline
Author(s) -
Krieger Claus,
Newsom Ian,
Zirnstein Michael A.,
Staab Heinz A.
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.198900841
Subject(s) - quinoline , naphthalene , unit (ring theory) , chemistry , crystallography , mathematics , organic chemistry , mathematics education
The two title compounds 1 and 2 are almost planar in the crystalline state. The decades‐old uncertainties concerning the synthesis and structural assignment have now been resolved by X‐ray structure analyses of the two compounds. A striking feature in the case of the extremely strongly and also kinetically active base 1 is the large central external angle of the “naphthalene unit” (125.4°), which results in a relatively large N ⃛N distance of 272.8 pm.