Exploring synthetic pathways to cationic heteroleptic cyclometalated iridium complexes derived from dipyridylketone

Dalton Transactions : an International Journal of Inorganic Chemistry
Giorgio VolpiCarlo Nervi

Abstract

Reactions between 2,2'-dipyridylketone (L1) and different amines gave a series of iminic ligands, and their chemical reductions produced the related amines. The organic ligands were employed in the syntheses of the corresponding new phosphorescent six-member ring bis-cyclometalated heteroleptic iridium(III) complexes of general formula [Ir(ppy)(2)(L)](+) (ppy = 2-phenylpyridine), namely IrLn. The metal complexes containing N-(dipyridin-2-ylmethylene)butan-1-amine (IrL2), N-(dipyridin-2-ylmethyl)butan-1-amine (IrL5), N-(dipyridin-2-ylmethyl)butane-1,4-diamine with amino groups protected by Boc (IrL6-Boc) and TFA (IrL6-TFA), and N-(dipyridin-2-ylmethyl)-N-methylbutan-1-amine (IrL8) were characterized and their electronic and spectroscopic properties interpreted by DFT calculations. Organoiridium complexes containing amines and imines were found to have high and low photoemission quantum yields, respectively, and their features rationalized by quantum mechanic calculations. Some of these complexes show reasonable quantum yields (up to 13%), long lifetime (up to 2.3 μs) and high stability. Complementary and alternative synthetic pathways to get cationic heteroleptic cyclometalated Ir complexes bearing a tethered primary amino group...Continue Reading

References

Dec 26, 2001·Chemical Reviews·K D DemadisT J Meyer
Mar 28, 1996·Chemical Reviews·Vincenzo BalzaniScolastica Serroni
Aug 31, 2002·Angewandte Chemie·Martin E BluhmManfred Döring
Apr 1, 2003·Journal of Computational Chemistry·Maurizio CossiVincenzo Barone
Jul 30, 2004·Journal of the American Chemical Society·Christine Schaffner-HamannAntonia Neels
Apr 23, 2005·Organic Letters·Cristina VisintinDavid L Selwood
Apr 27, 2005·Chemical Society Reviews·Jean Pinson, Fetah Podvorica
Aug 12, 2005·Dalton Transactions : an International Journal of Inorganic Chemistry·Paul J Low
Jul 14, 2006·Organic Letters·Sunay V Chankeshwara, Asit K Chakraborti
Dec 6, 2006·Chemistry : a European Journal·Pi-Tai Chou, Yun Chi
Dec 29, 2006·Small·Kannan Balasubramanian, Marko Burghard
Aug 23, 2007·Dalton Transactions : an International Journal of Inorganic Chemistry·Peter I DjurovichMatthias Selke
Sep 13, 2007·Journal of Computational Chemistry·Noel M O'BoyleKarol M Langner
Feb 27, 2008·Journal of Medicinal Chemistry·Frédéric SchmittBruno Therrien
Jun 19, 2008·Chemical Reviews·Richard L McCreery
May 26, 2009·Dalton Transactions : an International Journal of Inorganic Chemistry·Youngmin You, Soo Young Park
Jul 9, 2009·Chemical Communications : Chem Comm·Björn LogesMatthias Beller
Nov 26, 2009·Accounts of Chemical Research·Amanda J MorrisEtsuko Fujita
Nov 26, 2009·Angewandte Chemie·Felix GärtnerMatthias Beller
Jan 28, 2010·Dalton Transactions : an International Journal of Inorganic Chemistry·Pan ZhangLicheng Sun
Aug 19, 2010·Chemical Communications : Chem Comm·Albert RuggiAldrik H Velders
Dec 22, 2010·Dalton Transactions : an International Journal of Inorganic Chemistry·David L DaviesShalini Singh
Mar 4, 2011·Chemical Society Reviews·Youtian TaoJingui Qin
Oct 18, 2011·Dalton Transactions : an International Journal of Inorganic Chemistry·Robert M EdkinsAndrew Beeby
Nov 19, 2011·Dalton Transactions : an International Journal of Inorganic Chemistry·Giorgio VolpiCarlo Nervi
Jan 1, 2005·Journal of Chemical Theory and Computation·Stanislav R StoyanovD Paul Rillema

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Citations

Aug 24, 2017·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Cunfa SunCarlo Nervi

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