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(Z)-2-(4-氨基-9H-芴-9-亚基)乙酸叔丁酯

(Z)-tert-Butyl 2-(4-amino-9H-fluoren-9-yl-idene)acetate.

作者信息

Krokidis Marios, Papaioannou Dionissios, Nastopoulos Vassilios

机构信息

Department of Chemistry, University of Patras, 265 04 Patras, Greece.

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2008 Sep 20;64(Pt 10):o1978. doi: 10.1107/S1600536808029735.

Abstract

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 mol-ecule 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 mol-ecules 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 inter-actions between the fluorene units [centroid-centroid distance = 3.583 (2) Å].

摘要

标题化合物C(19)H(19)NO(2),通过4-氨基-9H-芴-9-酮与稳定叶立德Ph(3)P=CHCO(2)C(CH(3))(3)之间的维蒂希反应,以几乎等摩尔混合物(如(1)H NMR所示)的形式与E异构体一起获得,从甲苯中结晶后得到纯的Z构型。分子呈现出环系和新双键的平面排列,而羰基O原子与其形成45.1 (3)°的二面角。分子通过N-H⋯O氢键相连,形成具有R(4) (4)(24)图集基序的环状结构。这些基序相互连接,形成平行于ab平面的层状结构。层内的连接通过芴单元之间的π-π堆积相互作用进一步增强[质心-质心距离 = 3.583 (2) Å]。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6b35/2959429/05594225d630/e-64-o1978-fig1.jpg

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