Issue 17, 2011
From the journal:

Dalton Transactions

N-heterocyclic carbene Pt(ii) complexes from caffeine: synthesis, structures and photoluminescent properties†

Jian Jin Hu,a   Shi-Qiang Bai,a   Hsiu Hsuan Yeh,d   David J. Young,*c   Yun Chid  and  T. S. Andy Hor*ab  

* Corresponding authors

a Department of Chemistry, National University of Singapore, 3 Science Drive, Singapore
E-mail: andyhor@nus.edu.sg
Fax: (65) 6873 1324

b Institute of Materials Research and Engineering, Agency for Science, Technology and Research, 3 Research Link, Singapore

c Faculty of Science, Universiti Brunei Darussalam, Jalan Tungku Link, Gadong, Brunei Darussalam

d Department of Chemistry, National Tsing Hua University, Hsinchu 30013, Taiwan

Abstract

The caffeine-derived N-heterocyclic carbene (NHC) complex [PtII(C⁁N)(NHC)Cl] (C⁁N = 2-phenylpyridine), 4 has the opposite stereochemistry and a shorter Pt–Ccarbene bond compared to that of an analogous benzimidazole-derived N,N-heterocyclic carbene (NNHC) Pt complex 2. These suggest a lower trans influence of pyridyl N compared to cyclometallated carbon and an increased Pt–NHC π-backbonding because of decreased π-donation resulting from conjugation to the electron deficient pyrimidine of caffeine. Complex 4 has a lower emission quantum yield (Φ) and is blue-shifted into the green region of the visible spectrum relative to non-carbene Pt(II) cyclometalated complex 5.

Graphical abstract: N-heterocyclic carbene Pt(ii) complexes from caffeine: synthesis, structures and photoluminescent properties

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Article information

DOI
https://doi.org/10.1039/C0DT01380C
Article type
Paper
Submitted
13 Oct 2010
Accepted
10 Jan 2011
First published
14 Mar 2011

Dalton Trans., 2011,40, 4402-4406

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N-heterocyclic carbene Pt(II) complexes from caffeine: synthesis, structures and photoluminescent properties

J. J. Hu, S. Bai, H. H. Yeh, D. J. Young, Y. Chi and T. S. A. Hor, Dalton Trans., 2011, 40, 4402 DOI: 10.1039/C0DT01380C

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