The synthesis of lactone-bridged 1,3,5-triphenylbenzene derivatives as pi-expanded coumarin triskelions

TETRAHEDRON LETTERS

卷:58

Article

Hintz, Heather A.¹  Sortedahl, Nicholas J.¹  Meyer, Samantha M.¹  Decato, Daniel A.²  Dahl, Bart J.¹ 

[1] Univ Wisconsin Eau Claire, Dept Chem, Eau Claire, WI 54702 USA

[2] Univ Montana, Dept Chem & Biochem, Macromol Xray Diffract Facil, Missoula, MT 59812 USA

关键词: Branched molecules;    Coumarins;    Extended conjugation;    Planar geometry;    Triskelions;   

DOI  :  10.1016/j.tetlet.2017.11.010

来源: Elsevier

【 摘 要 】

Two triply lactone-bridged 1,3,5-triphenylbenzene derivatives with solubilizing moieties have been synthesized in five and six steps from commercially available starting materials. Compounds containing the 1,3,5-triphenylbenzene core with two atom bridges are relatively unknown. This new class of pi expanded coumarins contain triskelion architectures and X-ray crystallographic studies of one of the triskelions indicates that the 1,3,5-triphenylbenzene core adopts a near-planar geometry. This is the only known example of a two atom-bridged 1,3,5-triphenylbenzene derivative to adopt a planar structure. (C) 2017 Elsevier Ltd. All rights reserved.

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