Premium
Synthesis and Photophysical Properties of Donor–Acceptor Dithienophospholes
Author(s) -
RomeroNieto Carlos,
Kamada Kenji,
Cramb David T.,
Merino Sonia,
RodríguezLópez Julián,
Baumgartner Thomas
Publication year - 2010
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.201000574
Subject(s) - chemistry , phosphole , intramolecular force , chromophore , photochemistry , excited state , acceptor , two photon absorption , absorption (acoustics) , stokes shift , nonlinear optical , luminescence , stereochemistry , optoelectronics , atomic physics , nonlinear system , laser , physics , quantum mechanics , acoustics , optics , condensed matter physics
Abstract The synthesis and detailed photophysical studies of a series of 2,6‐asymmetrically functionalized dithieno[3,2‐ b :2′,3′‐ d ]phospholes are reported. One‐photon spectroscopy revealed that the materials show similar significant Stokes shifts supporting very polar excited intramolecular charge‐transfer (ICT) states. Investigation of their two‐photon absorption (TPA) behavior indicated that the materials are also valuable TPA chromophores with reasonable cross‐sections between 285–385 GM in the biologically relevant wavelength range 800–1100 nm. Moreover, the nonlinear optical features of the phosphole derivatives reported herein were found to remain almost unaltered after modification of the phosphorus center, either by oxidation and/or complexation.