scholarly journals Morpholino-Substituted BODIPY Species: Synthesis, Structure and Electrochemical Studies

Crystals ◽  
2020 ◽  
Vol 10 (1) ◽  
pp. 36 ◽  
Author(s):  
Hawazen Hassanain ◽  
E. Stephen Davies ◽  
William Lewis ◽  
Deborah L. Kays ◽  
Neil R. Champness
Keyword(s):  
Solid State ◽  
Electronic Properties ◽  
Visible Spectrum ◽  
Methyl Groups ◽  
Electrochemical Studies ◽  
Redox Potentials ◽  
Dye Molecules ◽  
Halogen Bonds ◽  
Uv Visible ◽  
Solid State Structures

Functionalization of 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) chromophores at the 2,6-positions with iodo substituents and morpholino-substituted α-methyl groups affords molecules with strong absorbance in the visible spectrum. The effect of such substitution on the solid-state arrangements, absorption, fluorescence and electronic properties of these dye molecules is reported. The spectroscopic and spectroelectrochemical measurements display intense absorptions in the UV-visible spectrum with bathochromic shifts, in comparison to unfunctionalized BODIPY, and a positive shift in redox potentials due to functionalisation of the BODIPY core. Halogen bonds are observed in the solid-state structures of both halogenated BODIPY species, which in one case leads to the formation of an unusual halogen bonded framework.

The solid state structures of the high and low temperature phases of dimethylcadmium

2016 ◽  
Vol 52 (66) ◽  
pp. 10144-10146 ◽  
Author(s):  
Felix Hanke ◽  
Sarah Hindley ◽  
Anthony C. Jones ◽  
Alexander Steiner
Keyword(s):  
Solid State ◽  
Low Temperature ◽  
Dft Calculations ◽  
Methyl Groups ◽  
X Ray ◽  
Solid State Structures

X-ray structures and DFT calculations show that the HT phase is of Me2Cd is two-dimensionally disordered, while the LT phase is ordered. Both phases contain linearly coordinated cadmium atoms; methyl groups are staggered in the HT form and eclipsed in the LT-form.

scholarly journals Revisiting the bis(dimethylamido) metallocene complexes of thorium and uranium: improved syntheses, structure, spectroscopy, and redox energetics of (C5Me5)2An(NMe2)2 (An = Th, U)

2017 ◽  
Vol 46 (34) ◽  
pp. 11208-11213 ◽  
Author(s):  
K. A. Erickson ◽  
B. D. Kagan ◽  
B. L. Scott ◽  
D. E. Morris ◽  
J. L. Kiplinger
Keyword(s):  
Solid State ◽  
Uv Visible ◽  
First Time ◽  
Solid State Structures ◽  
Metallocene Complexes

In addition to improved syntheses, the solid-state structures, voltammetric data and UV-visible–NIR spectra of (C5Me5)2An(NMe2)2 (An = Th, U) complexes are presented for the first time.

Observation of strong halogen bonds in the solid state structures of bis-haloimidazolium macrocycles

CrystEngComm ◽  
2014 ◽  
Vol 16 (18) ◽  
pp. 3722-3729 ◽  
Author(s):  
Nicholas G. White ◽  
Antonio Caballero ◽  
Paul D. Beer
Keyword(s):  
Solid State ◽  
Halogen Bonds ◽  
Solid State Structures

Lithium heterocuprates: the influence of the amido group on organoamidocuprate structures

2014 ◽  
Vol 43 (38) ◽  
pp. 14359-14367 ◽  
Author(s):  
Roberta Bomparola ◽  
Robert P. Davies ◽  
Stefan Hornaeur ◽  
Andrew J. P. White
Keyword(s):  
Solid State ◽  
Electronic Properties ◽  
Structural Isomers ◽  
Solution Equilibrium ◽  
Amido Group ◽  
Solid State Structures

The structural isomers of a number of lithium heteroamidocuprates LiCuR(NR′2) have been studied in the solid state and in solution, with the steric and electronic properties of the amido group (NR′2) shown to significantly influence the solid-state structures and the position of the solution equilibrium.

scholarly journals Core and Double Bond Functionalization of Cyclopentadithiophene- Phosphaalkenes

2020 ◽  
Author(s):  
Jordann A.L. Wells ◽  
Muhammad Anwar Shameem ◽  
Arvind Kumar Gupta ◽  
Andreas Orthaber
Keyword(s):  
Double Bond ◽  
Solid State ◽  
Electronic Properties ◽  
Building Block ◽  
Metal Coordination ◽  
Bond Functionalization ◽  
Electronic Tuning ◽  
Optical And Electronic Properties ◽  
Donor And Acceptor ◽  
Solid State Structures

The heterofulvenoid cyclopentadithiophene-phosphaalkene is a versatilie building block for opto-electronic tuning with donor and acceptor moieties. Both the annulated thienyl rings and the phosphaalkene bond can be functionalised using a variety of chemical transfomations, e.g. forming C-C, C-E (E = Si, Br) bonds or oxidation and metal coordination, respectively. Solid-state structures, optical and electronic properties are probed theoretically and experimentally, illustrating the opto-electronic tailoring opportunities at this motif.

Halogen Bonds in Two Silver(I) Mixed-ligand Supramolecular Frameworks: Synthesis, Structure and Photoluminescence

2011 ◽  
Vol 66 (10) ◽  
pp. 1035-1041 ◽  
Author(s):  
Di Sun ◽  
Rong-Bin Huang ◽  
Lan-Sun Zheng
Keyword(s):  
Solid State ◽  
Ir Spectroscopy ◽  
Room Temperature ◽  
Mixed Ligand ◽  
Methyl Groups ◽  
Halogen Bonds ◽  
Photoluminescence Properties ◽  
X Ray Diffraction ◽  
X Ray ◽  
Different Types

Two silver(I) tetrachlorophthalates incorporating aminopyrimidyl ligands, namely [Ag4(apym)4(tcpta)2]n (1) and [Ag2(dmapym)(tcpta)]n (2), (apym = 2-aminopyrimidine, dmapym = 2-amino-4,6-dimethylpyrimidine, H2tcpta = tetrachlorophthalic acid), were synthesized and characterized by elemental analysis, IR spectroscopy and single-crystal X-ray diffraction. Both 1 and 2 form sheets which are assembled into 3D supramolecular frameworks via halogen bonds, hydrogen bonds and π...π interactions. Even adding two more methyl groups to the pyrimidyl ring does not change the dimensions of 1 and 2, but it influences the arrangement of the N- and O-donors in the solid state which in turn results in different types of halogen bonds. The photoluminescence properties of 1 and 2 were investigated in the solid state at room temperature.

scholarly journals Control of Porphyrin Planarity and Aggregation by Covalent Capping: Bissilyloxy Porphyrin Silanes

2020 ◽  
Author(s):  
Burhan A. Hussein ◽  
Zainab Shakeel ◽  
Andrew T. Turley ◽  
Aisha N. Bismillah ◽  
Kody Wolfstadt ◽  
...  
Keyword(s):  
Solid State ◽  
Electronic Properties ◽  
Structural Properties ◽  
Molecular Electronics ◽  
Functional Materials ◽  
Redox Potentials ◽  
Limited Success ◽  
Porphyrin Core ◽  
Electronic And Structural Properties

<div> <div> <div> <p>Porphyrins are cornerstone functional materials that are useful in a wide variety of settings ranging from molecular electronics to biology and medicine. Their applications are often hindered, however, by poor solubilities that result from their extended, solvophobic aromatic surfaces. Attempts to counteract this problem by functionalizing their peripheries have been met with only limited success. Here, we demonstrate a versatile strategy to tune the physical and electronic properties of porphyrins using an axial functionalization approach. Porphyrin silanes (PorSils) and bissilyloxy PorSils (SOPS) are prepared from porphyrins by operationally simple κ4N-silylation protocols, introducing bulky silyloxy “caps” that are central and perpendicular to the planar porphyrin. While porphyrins typically form either J- or H-aggregates, SOPS do not self-associate in the same manner: the silyloxy axial substituents dramatically improve solubility by inhibiting aggregation. Moreover, axial porphyrin functionalization offers convenient handles through which optical, electronic, and structural properties of the porphyrin core can be modulated. We observe that the identity of the silyloxy substituent impacts the degree of planarity of the porphyrin in the solid state as well as the redox potentials. </p> </div> </div> </div>

scholarly journals Core and Double Bond Functionalization of Cyclopentadithiophene- Phosphaalkenes

2020 ◽  
Author(s):  
Jordann A.L. Wells ◽  
Muhammad Anwar Shameem ◽  
Arvind Kumar Gupta ◽  
Andreas Orthaber
Keyword(s):  
Double Bond ◽  
Solid State ◽  
Electronic Properties ◽  
Building Block ◽  
Metal Coordination ◽  
Bond Functionalization ◽  
Electronic Tuning ◽  
Optical And Electronic Properties ◽  
Donor And Acceptor ◽  
Solid State Structures

The heterofulvenoid cyclopentadithiophene-phosphaalkene is a versatilie building block for opto-electronic tuning with donor and acceptor moieties. Both the annulated thienyl rings and the phosphaalkene bond can be functionalised using a variety of chemical transfomations, e.g. forming C-C, C-E (E = Si, Br) bonds or oxidation and metal coordination, respectively. Solid-state structures, optical and electronic properties are probed theoretically and experimentally, illustrating the opto-electronic tailoring opportunities at this motif.

scholarly journals Control of Porphyrin Planarity and Aggregation by Covalent Capping: Bissilyloxy Porphyrin Silanes

2020 ◽  
Author(s):  
Burhan A. Hussein ◽  
Zainab Shakeel ◽  
Andrew T. Turley ◽  
Aisha N. Bismillah ◽  
Kody Wolfstadt ◽  
...  
Keyword(s):  
Solid State ◽  
Electronic Properties ◽  
Structural Properties ◽  
Molecular Electronics ◽  
Functional Materials ◽  
Redox Potentials ◽  
Limited Success ◽  
Porphyrin Core ◽  
Electronic And Structural Properties

<div> <div> <div> <p>Porphyrins are cornerstone functional materials that are useful in a wide variety of settings ranging from molecular electronics to biology and medicine. Their applications are often hindered, however, by poor solubilities that result from their extended, solvophobic aromatic surfaces. Attempts to counteract this problem by functionalizing their peripheries have been met with only limited success. Here, we demonstrate a versatile strategy to tune the physical and electronic properties of porphyrins using an axial functionalization approach. Porphyrin silanes (PorSils) and bissilyloxy PorSils (SOPS) are prepared from porphyrins by operationally simple κ4N-silylation protocols, introducing bulky silyloxy “caps” that are central and perpendicular to the planar porphyrin. While porphyrins typically form either J- or H-aggregates, SOPS do not self-associate in the same manner: the silyloxy axial substituents dramatically improve solubility by inhibiting aggregation. Moreover, axial porphyrin functionalization offers convenient handles through which optical, electronic, and structural properties of the porphyrin core can be modulated. We observe that the identity of the silyloxy substituent impacts the degree of planarity of the porphyrin in the solid state as well as the redox potentials. </p> </div> </div> </div>

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