Synthesis and Property Studies of Cyclotrisazobenzenes | Zendy

Reuter Raphael | Zendy; Hostettler Nik | Zendy; Neuburger Markus | Zendy; Wegner Hermann A. | Zendy

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Synthesis and Property Studies of Cyclotrisazobenzenes

Author(s) -

Reuter Raphael,

Hostettler Nik,

Neuburger Markus,

Wegner Hermann A.

Publication year - 2009

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200900861

Subject(s) - photoisomerization , chemistry , azobenzene , isomerization , photochromism , yield (engineering) , solid state , irradiation , photochemistry , stereochemistry , organic chemistry , catalysis , molecule , materials science , physics , nuclear physics , metallurgy

Azobenzenophanes are fascinating macrocycles, which are of special interest due to their unique photochromic behavior. Cyclotrisazobenzenes 2 (R = H, Br, t Bu) were prepared to probe how much strain the photoisomerization of the azobenzene motive can tolerate. The macrocycles were synthesized in an overall yield of 10–20 % from ortho ‐phenylenediamine ( 6 ). Solid‐state structures of cyclotrisazobenzenes 2a and 2b were obtained. Irradiation under various conditions did not induce any isomerization.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

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