Wavelength-dependent stereodifferentiation in the fluorescence quenching of asymmetric naphthalene-based dyads by amines

Abad, S; Pischel, U; Miranda, MA

HERO ID

1468551

Reference Type

Journal Article

Year

2005

Language

English

PMID

16833581

HERO ID 1468551
In Press No
Year 2005
Title Wavelength-dependent stereodifferentiation in the fluorescence quenching of asymmetric naphthalene-based dyads by amines
Authors Abad, S; Pischel, U; Miranda, MA
Journal DUPE - Journal of Physical Chemistry A
Volume 109
Issue 12
Page Numbers 2711-2717
Abstract In the present contribution, wavelength has been used as a tunable parameter to achieve selective control of the photophysics of two novel asymmetric bichromophoric dyads composed of naphthalene units, i.e., 6-methoxynaphthalene (NPX) and 1-methylnaphthalene (NAP) derivatives, with different electronic properties, connected by an amide spacer [(S,S) and (S,R)-NPX-NAP]. As model systems, relevant monochromophoric compounds (NPX-M and NAP-M) have also been investigated. While upon excitation at 325 nm the light energy remained in the NPX moiety, at 290 nm an efficient singlet-singlet energy transfer (phi(SSET) of about 97%) from the NAP unit to the NPX chromophore dominated. A remarkable stereodifferentiation was observed in the excited-state quenching by triethylamine via exciplex formation. The results demonstrate that it is possible to control configuration-dependent interactions in the excited state by wavelength tuning. This can be rationalized through intramolecular interactions of pi systems leading to modulation of the redox properties.
Doi 10.1021/jp047996a
Pmid 16833581
Wosid WOS:000227993600001
Url https://www.scopus.com/inward/record.uri?eid=2-s2.0-17144374027&doi=10.1021%2fjp047996a&partnerID=40&md5=d8061d9126f9a73553ae357444d62f87
Is Certified Translation No
Dupe Override No
Is Public Yes
Language Text English