TICT excited states of o‐ and p‐N,N‐dimethylamino analogues of GFP chromophore

TICT excited states of o‐ and p‐N,N‐dimethylamino analogues of GFP chromophore Even though all the p‐N,N‐dimethylaminobenzonitrile (p‐DMABN), cis‐o‐DMABDI, and cis‐p‐DMABDI (the N,N‐dimethylamino analogues of green fluorescence protein chromophore) have the same electron‐donating N,N‐dimethylamino group, unlike the dual fluorescence of p‐DMABN, both cis‐o‐DMABDI and cis‐p‐DMABDI display single fluorescence. To figure out the interesting phenomena, the CAM‐TD‐B3LYP method and the cc‐pVDZ basis set were used to explore geometries, molecular orbitals, electronic transition, dipole moment, and potential energy surfaces of the S1 excited states of cis‐o‐DMABDI and cis‐p‐DMABDI. We found that the S1 excited states of cis‐o‐DMABDI and cis‐p‐DMABDI are 1(π, π*) charge transfer excited states with twisted structures, where the N,N‐dimethylaminobenzene moiety functions as an electron donor, the methyleneimidazolone moiety serves as an electron acceptor, and the electron donor is linked with the electron acceptor by the C─C single bond (P‐bond). The fluorescent emissions of cis‐o‐DMABDI and cis‐p‐DMABDI predicted by the CAM‐TD‐B3LYP/cc‐pVDZ level are quite consistent with the experimental results. For the cis‐o‐DMABDI and cis‐p‐DMABDI, the S1 locally excited state is less stable than the S1 twisted intramolecular charge transfer state, and the S1 LE state is not a stationary point (global minimum). That is why both cis‐o‐DMABDI and cis‐p‐DMABDI display single fluorescence. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Journal of Physical Organic Chemistry Wiley

TICT excited states of o‐ and p‐N,N‐dimethylamino analogues of GFP chromophore

Loading next page...
 
/lp/wiley/tict-excited-states-of-o-and-p-n-n-dimethylamino-analogues-of-gfp-OJf7kmF7VP
Publisher
Wiley Subscription Services, Inc., A Wiley Company
Copyright
Copyright © 2018 John Wiley & Sons, Ltd.
ISSN
0894-3230
eISSN
1099-1395
D.O.I.
10.1002/poc.3791
Publisher site
See Article on Publisher Site

Abstract

Even though all the p‐N,N‐dimethylaminobenzonitrile (p‐DMABN), cis‐o‐DMABDI, and cis‐p‐DMABDI (the N,N‐dimethylamino analogues of green fluorescence protein chromophore) have the same electron‐donating N,N‐dimethylamino group, unlike the dual fluorescence of p‐DMABN, both cis‐o‐DMABDI and cis‐p‐DMABDI display single fluorescence. To figure out the interesting phenomena, the CAM‐TD‐B3LYP method and the cc‐pVDZ basis set were used to explore geometries, molecular orbitals, electronic transition, dipole moment, and potential energy surfaces of the S1 excited states of cis‐o‐DMABDI and cis‐p‐DMABDI. We found that the S1 excited states of cis‐o‐DMABDI and cis‐p‐DMABDI are 1(π, π*) charge transfer excited states with twisted structures, where the N,N‐dimethylaminobenzene moiety functions as an electron donor, the methyleneimidazolone moiety serves as an electron acceptor, and the electron donor is linked with the electron acceptor by the C─C single bond (P‐bond). The fluorescent emissions of cis‐o‐DMABDI and cis‐p‐DMABDI predicted by the CAM‐TD‐B3LYP/cc‐pVDZ level are quite consistent with the experimental results. For the cis‐o‐DMABDI and cis‐p‐DMABDI, the S1 locally excited state is less stable than the S1 twisted intramolecular charge transfer state, and the S1 LE state is not a stationary point (global minimum). That is why both cis‐o‐DMABDI and cis‐p‐DMABDI display single fluorescence.

Journal

Journal of Physical Organic ChemistryWiley

Published: Jan 1, 2018

Keywords: ; ; ;

References

You’re reading a free preview. Subscribe to read the entire article.


DeepDyve is your
personal research library

It’s your single place to instantly
discover and read the research
that matters to you.

Enjoy affordable access to
over 18 million articles from more than
15,000 peer-reviewed journals.

All for just $49/month

Explore the DeepDyve Library

Search

Query the DeepDyve database, plus search all of PubMed and Google Scholar seamlessly

Organize

Save any article or search result from DeepDyve, PubMed, and Google Scholar... all in one place.

Access

Get unlimited, online access to over 18 million full-text articles from more than 15,000 scientific journals.

Your journals are on DeepDyve

Read from thousands of the leading scholarly journals from SpringerNature, Elsevier, Wiley-Blackwell, Oxford University Press and more.

All the latest content is available, no embargo periods.

See the journals in your area

DeepDyve

Freelancer

DeepDyve

Pro

Price

FREE

$49/month
$360/year

Save searches from
Google Scholar,
PubMed

Create lists to
organize your research

Export lists, citations

Read DeepDyve articles

Abstract access only

Unlimited access to over
18 million full-text articles

Print

20 pages / month

PDF Discount

20% off