University of Surrey

Test tubes in the lab Research in the ATI Dance Research

1,2,3-triazoles as conjugative pi-linkers in push-pull chromophores: Importance of substituent positioning on intramolecular charge-transfer

Jarowski, PD, Wu, Y-L, Schweizer, WB and Diederich, F (2008) 1,2,3-triazoles as conjugative pi-linkers in push-pull chromophores: Importance of substituent positioning on intramolecular charge-transfer Org Lett, 10, 15. pp. 3347-3350.

[img] Text
Click_Chrom_OL.FND.doc - ["content_typename_UNSPECIFIED" not defined]
Restricted to Repository staff only
Available under License : See the attached licence file.

Download (1MB)
[img] PDF (licence)
SRI_deposit_agreement.pdf
Restricted to Repository staff only
Available under License : See the attached licence file.

Download (33kB)

Abstract

Isomeric charge-transfer chromophores using 1,2,3-triazol-diyl as linker have been studied experimentally and computationally. The instability of the polarized reactants precluded the use of the Huisgen reaction and alternative synthetic methodologies were employed. Charge-transfer absorptions between an N,N-dimethylanilino and a dicyanovinyl group are modest to strong, with maxima from lambda(max) = 400 to 453 nm depending on substituent positioning. TD-B3LYP/6-31G(d) calculations are within 0.6 eV of experiment and assign these bands as HOMO-LUMO transitions.

Item Type: Article
Authors :
AuthorsEmailORCID
Jarowski, PDUNSPECIFIEDUNSPECIFIED
Wu, Y-LUNSPECIFIEDUNSPECIFIED
Schweizer, WBUNSPECIFIEDUNSPECIFIED
Diederich, FUNSPECIFIEDUNSPECIFIED
Date : January 2008
Identification Number : https://doi.org/10.1021/ol801253z
Related URLs :
Depositing User : Symplectic Elements
Date Deposited : 28 Mar 2017 13:10
Last Modified : 28 Mar 2017 13:10
URI: http://epubs.surrey.ac.uk/id/eprint/805651

Actions (login required)

View Item View Item

Downloads

Downloads per month over past year


Information about this web site

© The University of Surrey, Guildford, Surrey, GU2 7XH, United Kingdom.
+44 (0)1483 300800