TY - JOUR
T1 - The (2,2′-bipyridine)PtI2 complex with 5,5′-modification of fluorous side chains
T2 - Orthogonal skeleton
AU - Liu, Ling Kang
AU - Lu, Yi Jing
AU - Lu, Norman
AU - Li, Ting You
AU - Huang, Jia Yu
AU - Lin, Chia Her
AU - Wen, Yuh Sheng
AU - McMillen, Colin D.
AU - Thrasher, Joseph S.
N1 - Funding Information:
NL thank the Ministry of Science and Technology of Taiwan for the funding support (MOST 104-2113-M-027-002-MY3 ). JST thanks the U.S. National Science Foundation (CHE- 1124859 ) for financial support. Authors also thank Mr. Tzu-Chiao Wei and Prof. J.H. He (Institute of Photonics and Optoelectronics and Department of Electrical Engineering, National Taiwan University) for the temperature-dependent conductance studies.
Funding Information:
NL thank the Ministry of Science and Technology of Taiwan for the funding support (MOST 104-2113-M-027-002-MY3). JST thanks the U.S. National Science Foundation (CHE-1124859) for financial support. Authors also thank Mr. Tzu-Chiao Wei and Prof. J.H. He (Institute of Photonics and Optoelectronics and Department of Electrical Engineering, National Taiwan University) for the temperature-dependent conductance studies.
Publisher Copyright:
© 2017 Elsevier B.V.
PY - 2018/2
Y1 - 2018/2
N2 - Two polyfluorinated PtI2-containing complexes, [5,5′-bis(RfCH2OCH2)-2,2′-bpy]PtI2 [Rf = CF3- (5,5′-3F-PtI2), HCF2CF2- (5,5′-4F-PtI2)], have been successfully synthesized. Interestingly, these two fluorous Pt-diimine complexes show two different types of structural features. For example, one fluorinated derivative 5,5′-4F-PtI2 along with 5,5′-3F-PtBr2, which has been reported before, bear similarity to the C2/c (bpy)MX2 platform. This simple (bpy)MX2 platform with C2/c symmetry consists of orthogonal synthons in maintaining the synthons as columns and belts to accompany the introduced fluorous interactions. In contrast, the other fluorinated derivative 5,5′-3F-PtI2 has been found to be completely different in the solid state. Its pattern of π⋯π interactions is a repetition of three molecular planes with the direction of the columns normal to the molecular planes, and its C3,3′–H⋯I interactions are partially kept though extensively modified. The dimer-monomer units utilize π⋯π stacking along the c-direction and C–H⋯I hydrogen bonds along approximately the b-direction. The less dispersive fluorous components fill in space between the layers of 5,5′-3F-PtI2 molecules parallel to bc-planes, where weak C–H⋯F interactions are then enabled. Additionally, the electrical properties of 5,5′-3F-PtI2 and two polymorphic 5,5′-3F-PtBr2 vs. temperature have been studied. It can be easily seen that the fluorous side chain plays an important role in influencing their molecular packing, which in turn determine their electrical properties.
AB - Two polyfluorinated PtI2-containing complexes, [5,5′-bis(RfCH2OCH2)-2,2′-bpy]PtI2 [Rf = CF3- (5,5′-3F-PtI2), HCF2CF2- (5,5′-4F-PtI2)], have been successfully synthesized. Interestingly, these two fluorous Pt-diimine complexes show two different types of structural features. For example, one fluorinated derivative 5,5′-4F-PtI2 along with 5,5′-3F-PtBr2, which has been reported before, bear similarity to the C2/c (bpy)MX2 platform. This simple (bpy)MX2 platform with C2/c symmetry consists of orthogonal synthons in maintaining the synthons as columns and belts to accompany the introduced fluorous interactions. In contrast, the other fluorinated derivative 5,5′-3F-PtI2 has been found to be completely different in the solid state. Its pattern of π⋯π interactions is a repetition of three molecular planes with the direction of the columns normal to the molecular planes, and its C3,3′–H⋯I interactions are partially kept though extensively modified. The dimer-monomer units utilize π⋯π stacking along the c-direction and C–H⋯I hydrogen bonds along approximately the b-direction. The less dispersive fluorous components fill in space between the layers of 5,5′-3F-PtI2 molecules parallel to bc-planes, where weak C–H⋯F interactions are then enabled. Additionally, the electrical properties of 5,5′-3F-PtI2 and two polymorphic 5,5′-3F-PtBr2 vs. temperature have been studied. It can be easily seen that the fluorous side chain plays an important role in influencing their molecular packing, which in turn determine their electrical properties.
KW - Crystal structures
KW - Fluorous side chains
KW - Hydrogen bonds
KW - Metal diimine complexes
KW - Orthogonal synthons
KW - Synthesis/preparation
KW - π⋯π interactions
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U2 - 10.1016/j.jfluchem.2017.12.002
DO - 10.1016/j.jfluchem.2017.12.002
M3 - Article
AN - SCOPUS:85037984911
SN - 0022-1139
VL - 206
SP - 29
EP - 35
JO - Journal of Fluorine Chemistry
JF - Journal of Fluorine Chemistry
ER -