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N ‐(3,5‐Di‐ tert ‐butylsalicylidene)‐4‐iodobenzene, a peculiar case of a nonlinear optical photoswitch
Author(s) -
Spangenberg Arnaud,
Sliwa Michel,
Métivier Rémi,
Dagnélie Romain,
Brosseau Arnaud,
Nakatani Keitaro,
Pansu Robert,
Malfant Isabelle
Publication year - 2007
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.1237
Subject(s) - chemistry , photoswitch , second harmonic generation , crystallite , tautomer , photochromism , iodobenzene , enol , nonlinear optics , crystallography , optics , photochemistry , stereochemistry , laser , organic chemistry , physics , catalysis
N ‐(3,5‐Di‐ tert ‐butylsalicylidene)‐4‐iodobenzene ( 1 ) is photochromic in the solid state, owing to its ability to yield enol–keto tautomerism. Despite its centrosymmetric structure (P2 1 /c), polycrystalline thin films of 1 show second harmonic generation (SHG). Moreover, this SHG can be reversibly switched by light. Investigations using confocal microscopy showed that a morphology change occurs when the fundamental beam of a Ti:sapphire (990 nm, 1.3 ps) is focused on the material, yielding an SHG‐active solid. Copyright © 2007 John Wiley & Sons, Ltd.