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(Z)-tert-Butyl 2-(4-amino-9H-fluoren-9-yl­idene)acetate

The title compound, C(19)H(19)NO(2), obtained as an almost equimolar mixture (as shown by (1)H NMR) with the E isomer through a Wittig reaction between 4-amino-9H-fluoren-9-one and the stabilized ylide Ph(3)P=CHCO(2)C(CH(3))(3), was obtained pure in the Z configuration following crystallization from...

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Detalles Bibliográficos
Autores principales: Krokidis, Marios, Papaioannou, Dionissios, Nastopoulos, Vassilios
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959429/
https://www.ncbi.nlm.nih.gov/pubmed/21201178
http://dx.doi.org/10.1107/S1600536808029735
Descripción
Sumario:The title compound, C(19)H(19)NO(2), obtained as an almost equimolar mixture (as shown by (1)H NMR) with the E isomer through a Wittig reaction between 4-amino-9H-fluoren-9-one and the stabilized ylide Ph(3)P=CHCO(2)C(CH(3))(3), was obtained pure in the Z configuration following crystallization from toluene. The mol­ecule shows a planar arrangement of the ring system and the new double bond, whereas the carbonyl O atom forms a 45.1 (3)° dihedral angle with it. The mol­ecules are linked by N—H⋯O hydrogen bonds, forming cyclic structures with R (4) (4)(24) graph-set motifs. These motifs are connected to each other, giving rise to a sheet structure parallel to the ab plane. The linkage within the sheets is further enhanced by π–π stacking inter­actions between the fluorene units [centroid–centroid distance = 3.583 (2) Å].