Effects of Methyl Substitution in Ruthenium Tris(2-pyridylmethyl)amine Photocaging Groups for Nitriles

被引:25
|
作者
Arora, Karan [1 ]
White, Jessica K. [2 ]
Sharma, Rajgopal [1 ]
Mazumder, Shivnath [1 ]
Martin, Philip D. [1 ]
Schlegel, H. Bernhard [1 ]
Turro, Claudia [2 ]
Kodanko, Jeremy J. [1 ,3 ]
机构
[1] Wayne State Univ, Dept Chem, 5101 Cass Ave, Detroit, MI 48202 USA
[2] Ohio State Univ, Dept Chem & Biochem, Columbus, OH 43210 USA
[3] Barbara Ann Karmanos Canc Inst, Detroit, MI 48201 USA
基金
美国国家科学基金会; 美国国家卫生研究院;
关键词
COUPLED ELECTRON-TRANSFER; LIGAND-EXCHANGE; HYDROCARBON OXYGENATION; PYRIDYLAMINE COMPLEXES; EXCITATION-ENERGIES; ORGANIC-COMPOUNDS; RU(II) COMPLEXES; WATER OXIDATION; DENSITY; MONONUCLEAR;
D O I
10.1021/acs.inorgchem.6b00650
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Four complexes of the general formula [Ru(L)(CH3CN)(2)](PF6)(2), [L = TPA (5), MeTPA (6), Me(2)TPA (7), and Me(3)TPA (8)] [TPA = tris[(pyridin-2-yl)methyl]amine, where methyl groups were introduced consecutively onto the 6-position of py donors of TPA, were prepared and characterized by various spectroscopic techniques and mass spectrometry. While 5 and 8 were isolated as single stereoisomers, 6 and 7 were isolated as mixtures of stereoisomers in 2:1 and 1.5:1 ratios, respectively. Steric effects on ground state stability and thermal and photochemical reactivities were studied for all four complexes using H-1 NMR and electronic absorption spectroscopies and computational studies. These studies confirmed that the addition of steric bulk accelerates photochemical and thermal nitrile release.
引用
收藏
页码:6968 / 6979
页数:12
相关论文
共 50 条
  • [21] Halogeno Ligand-Substitution Reactions of Ruthenium Complexes Bearing Ethylbis(2-pyridylmethyl)amine to Synthesize New Complexes
    Misawa-Suzuki, Tomoyo
    Tomioka, Nozomi
    Osawa, Yutaro
    Nagao, Hirotaka
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2019, 2019 (37) : 4040 - 4047
  • [22] Syntheses and characterization of chloro(Me2SO)ruthenium(II) complexes with tris(2-pyridylmethyl)amine or N,N-bis(2-pyridylmethyl)glycinate and their application for catalytic hydroxylation of alkane
    Yamaguchi, M
    Kousaka, H
    Yamagishi, T
    CHEMISTRY LETTERS, 1997, (08) : 769 - 770
  • [23] A Novel Tetradentate Ruthenium(II) Complex Containing Tris(2-pyridylmethyl)amine (tpa) as an Inhibitor of Beta-Amyloid Fibrillation
    Chan, Sharon Lai-Fung
    Lu, Lihua
    Lam, Tsz Lung
    Yan, Siu-Cheong
    Leung, Chung-Hang
    Ma, Dik-Lung
    CURRENT ALZHEIMER RESEARCH, 2015, 12 (05) : 434 - 438
  • [24] Tridentate coordination of monosubstituted derivatives of the tris(2-pyridylmethyl)amine ligand to FeCl3:: Structures and spectroscopic properties of ((2-bromopyridyl)methyl)bis(2-pyridylmethyl)amine FeIIICl3 and (((2-p-methoxyphenyl)pyridyl)methyl)Bis(2-pyridyl- methyl)]amine FeIIICl3 and comparison with the bis(2-pyridylmethyl)]amine FeIIICl3 complex
    Mandon, D
    Nopper, A
    Litrol, T
    Goetz, S
    INORGANIC CHEMISTRY, 2001, 40 (18) : 4803 - 4806
  • [25] Mixed Multimetallic tris(2-pyridylmethyl)amine Based Complexes: Synthesis and Chiroptical Properties
    Carmo dos Santos, Nadia Alessandra
    Badetti, Elena
    Begato, Federico
    Wurst, Klaus
    Licini, Giulia
    Zonta, Cristiano
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2021, 2021 (29) : 2942 - 2946
  • [26] Coordination and bioinorganic chemistry of aryl-appended tris(2-pyridylmethyl) amine ligands
    Berreau, Lisa M.
    COMMENTS ON INORGANIC CHEMISTRY, 2007, 28 (3-4) : 123 - 171
  • [27] Phenylamino derivatives of tris(2-pyridylmethyl)amine: hydrogen-bonded peroxodicopper complexes
    Dahl, E. W.
    Dong, H. T.
    Szymczak, N. K.
    CHEMICAL COMMUNICATIONS, 2018, 54 (08) : 892 - 895
  • [28] Synthesis and ethylene polymerization reactivity of chromium(II) and chromium(III) complexes incorporating pyridinebisimine, bis(2-pyridylmethyl)amine and tris(2-pyridylmethyl)amine ancillary ligands.
    Carney, MJ
    Robertson, NJ
    Holman, DM
    O'Rourke, CE
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2003, 225 : U132 - U132
  • [29] Synthesis and characterization of ruthenium(II) complexes bearing the bis(2-pyridylmethyl)amine ligand
    Gibson, DH
    Wu, JG
    Mashuta, MS
    INORGANICA CHIMICA ACTA, 2006, 359 (01) : 309 - 319
  • [30] [Bis(2-pyridylmethyl)amine]dichloridomercury(II)
    Kim, Young-Inn
    Lee, You-Soon
    Seo, Hoe-Joo
    Nam, Ki-Sun
    Kang, Sung Kwon
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : M358 - U762