0000000000752726
AUTHOR
Sandip Bhowmik
N-Alkyl Ammonium Resorcinarene Salts as High-Affinity Tetravalent Chloride Receptors.
N-Alkyl ammonium resorcinarene salts (NARYs, Y=triflate, picrate, nitrate, trifluoroacetates and NARBr) as tetravalent receptors, are shown to have a strong affinity for chlorides. The high affinity for chlorides was confirmed from a multitude of exchange experiments in solution (NMR and UV/Vis), gas phase (mass spectrometry), and solid-state (X-ray crystallography). A new tetra-iodide resorcinarene salt (NARI) was isolated and fully characterized from exchange experiments in the solid-state. Competition experiments with a known monovalent bis-urea receptor (5) with strong affinity for chloride, reveals these receptors to have a much higher affinity for the first two chlorides, a similar af…
N-Alkyl ammonium resorcinarene salts: multivalent halogen-bonded deep-cavity cavitands
N-Cyclohexyl ammonium resorcinarene halides, stabilized by an intricate array of hydrogen bonds in a cavitand-like assembly, form multivalent halogen-bonded deep-cavity cavitands with perfluoroiodobenzenes. As observed from the macromolar to infinite concentration range through crystal growth and single crystal X-ray analyses, four 1,4-diiodotetrafluorobenzenes form moderate halogen bonds with the bromides of the N-cyclohexyl ammonium resorcinarene bromides leading to a deep-cavity cavitand-like structure. In this assembly, the N-cyclohexyl ammonium resorcinarene bromide also acts as a guest and sits in the upper cavity of the assembly interacting with the 1,4-diiodotetrafluorobenzene throu…
Transition metal ion induced hydrogelation by amino-terpyridine ligands
Hydrogelation behavior of a new class of terpyridine based metallogelators are explored. The gelation and the gel morphology was found to be critically dependent on divalent metal ions, anions and on subtle structural changes on the gelator molecule.
Metallogel formation in aqueous DMSO by perfluoroalkyl decorated terpyridine ligands.
Terpyridine based ligands 1 and 2, decorated with a C8F17 perfluorinated tag, are able to form stable thermoreversible gels in the presence of several d-block metal chloride salts. The gel systems obtained have been characterized by NMR, X-ray diffraction, electron microscopies and Tgel experiments in order to gain insights into the observed different behaviour of the two similar ligands, also in terms of the effect of additional common anionic species. peerReviewed
Transition metal ion induced hydrogelation by amino-terpyridine ligands
Hydrogelation behavior of two amino-terpyridine ligands in the presence of divalent metal ions in water was studied in detail. The effect of ligand structure and different counter anions on the gel morphologies was also explored. peerReviewed
Very strong −N–X+⋯−O–N+ halogen bonds
A new (-)N-X(+)(-)O-N(+) paradigm for halogen bonding is established by using an oxygen atom as an unusual halogen bond acceptor. The strategy yielded extremely strong halogen bonded complexes with very high association constants characterized in either CDCl3 or acetone-d6 solution by (1)H NMR titrations and in the solid-state by single crystal X-ray analysis. The obtained halogen bond interactions, RXB, in the solid-state are found to be in the order of strong hydrogen bonds, viz. RXB ≈ RHB.
A highly selective, Hg2+ triggered hydrogelation: modulation of morphology by chemical stimuli
We report the first Hg2+ selective hydrogelation by 4´-[4-(4- aminophenyl)phenyl]-2,2´:6´,2´´-terpyridine. The gel showed remarkable response towards specific chemical agents such as benzo-18-crown-6 ether and K+ which enabled extensive 10 modulation of the gel morphology. peerReviewed
Rapid self-healing and anion selectivity in metallosupramolecular gels assisted by fluorine-fluorine interactions.
Simple ML2 [M = Fe(II), Co(II), Ni(II)] complexes obtained from a perfluoroalkylamide derivative of 4-aminophenyl-2,2′,6,2′-terpyridine spontaneously, yet anion selectively, self-assemble into gels, which manifest an unprecedented rapid gel strength recovery, viz. self-healing, and thermal rearrangement in aqueous dimethyl sulfoxide. The key factor for gelation and rheological properties emerges from the fluorine–fluorine interactions between the perfluorinated chains, as the corresponding hydrocarbon derivative did not form metallogels. The perfluoro-terpyridine ligand alone formed single crystals, while its Fe(II), Co(II) or Ni(II) complexes underwent rapid gelation leading to highly enta…
N-Alkyl ammonium resorcinarene salts: multivalent halogen-bonded deep-cavity cavitands
A highly selective, Hg2+ triggered hydrogelation: modulation of morphology by chemical stimuli
We report the first Hg(2+) selective hydrogelation by 4'-[4-(4-aminophenyl)phenyl]-2,2':6',2''-terpyridine. The gel showed remarkable response towards specific chemical agents such as benzo-18-crown-6 ether and K(+) which enabled extensive modulation of the gel morphology.
DOSY NMR, X-ray Structural and Ion-Mobility Mass Spectrometric Studies on Electron-Deficient and Electron-Rich M6L4 Coordination Cages.
A novel modular approach to electron-deficient and electron-rich M6L4 cages is presented. From the same starting compound, via a minor modulation of the synthesis route, two C3-symmetric ligands L1 and L2 with different electronic properties are obtained in good yield. The trifluoro-triethynylbenzene-based ligand L1 is more electron-deficient than the well-known 2,4,6-tri(4-pyridyl)-1,3,5-triazine, while the trimethoxy-triethynylbenzene-based ligand L2 is more electron-rich than the corresponding benzene analogue. Complexation of the ligands with cis-protected square-planar [(dppp)Pt(OTf)2] or [(dppp)Pd(OTf)2] corner-complexes yields two electron-deficient (1a and 1b) and two electron-rich …
Nanomolar pyrophosphate detection in water and in a self-assembled hydrogel of a simple terpyridine-Zn2+ complex.
A simple terpyridine-Zn(II) complex is shown to act as an efficient and highly selective fluorescent sensor for pyrophosphate in water at physiological pH. The sensor complex showed an unprecedented fluorescence response (∼500 fold increase) and a record nanomolar sensitivity (detectable fluorescent response at 20 nM and LOD ∼ 0.8 nM). It has successfully been used to stain and record confocal fluorescence microscopy images of HeLa cells. Moreover, the complex was found to self-assemble into a hydrogel which was subsequently used to coat disposable paper strips for easy, low-cost detection of pyrophosphate.
CCDC 1426137: Experimental Crystal Structure Determination
Related Article: Rakesh Puttreddy, Ondřej Jurček, Sandip Bhowmik, Toni Mäkelä, Kari Rissanen|2016|Chem.Commun.|52|2338|doi:10.1039/C5CC09487A
CCDC 1062272: Experimental Crystal Structure Determination
Related Article: Pia Bonakdarzadeh, Filip Topić, Elina Kalenius, Sandip Bhowmik, Sota Sato, Michael Groessl, Richard Knochenmuss, Kari Rissanen|2015|Inorg.Chem.|54|6055|doi:10.1021/acs.inorgchem.5b01082
CCDC 1426141: Experimental Crystal Structure Determination
Related Article: Rakesh Puttreddy, Ondřej Jurček, Sandip Bhowmik, Toni Mäkelä, Kari Rissanen|2016|Chem.Commun.|52|2338|doi:10.1039/C5CC09487A
CCDC 977466: Experimental Crystal Structure Determination
Related Article: Sandip Bhowmik, Biswa Nath Ghosh, Varpu Marjomäki, and Kari Rissanen|2014|J.Am.Chem.Soc.|136|5543|doi:10.1021/ja4128949
CCDC 1533110: Experimental Crystal Structure Determination
Related Article: Leticia Arnedo-Sánchez, Nonappa, Sandip Bhowmik, Sami Hietala, Rakesh Puttreddy, Manu Lahtinen, Luisa De Cola, Kari Rissanen|2017|Dalton Trans.|46|7309|doi:10.1039/C7DT00983F
CCDC 1429823: Experimental Crystal Structure Determination
Related Article: N. Kodiah Beyeh, Fangfang Pan, Sandip Bhowmik, Toni Mäkelä, Robin H. A. Ras, Kari Rissanen|2016|Chem.-Eur.J.|22|1355|doi:10.1002/chem.201504514
CCDC 1429824: Experimental Crystal Structure Determination
Related Article: N. Kodiah Beyeh, Fangfang Pan, Sandip Bhowmik, Toni Mäkelä, Robin H. A. Ras, Kari Rissanen|2016|Chem.-Eur.J.|22|1355|doi:10.1002/chem.201504514
CCDC 1021543: Experimental Crystal Structure Determination
Related Article: Sandip Bhowmik, Biswa Nath Ghosh, Kari Rissanen|2014|Org.Biomol.Chem.|12|8836|doi:10.1039/C4OB01867B
CCDC 1429822: Experimental Crystal Structure Determination
Related Article: N. Kodiah Beyeh, Fangfang Pan, Sandip Bhowmik, Toni Mäkelä, Robin H. A. Ras, Kari Rissanen|2016|Chem.-Eur.J.|22|1355|doi:10.1002/chem.201504514
CCDC 1426136: Experimental Crystal Structure Determination
Related Article: Rakesh Puttreddy, Ondřej Jurček, Sandip Bhowmik, Toni Mäkelä, Kari Rissanen|2016|Chem.Commun.|52|2338|doi:10.1039/C5CC09487A
CCDC 1533112: Experimental Crystal Structure Determination
Related Article: Leticia Arnedo-Sánchez, Nonappa, Sandip Bhowmik, Sami Hietala, Rakesh Puttreddy, Manu Lahtinen, Luisa De Cola, Kari Rissanen|2017|Dalton Trans.|46|7309|doi:10.1039/C7DT00983F
CCDC 1426143: Experimental Crystal Structure Determination
Related Article: Rakesh Puttreddy, Ondřej Jurček, Sandip Bhowmik, Toni Mäkelä, Kari Rissanen|2016|Chem.Commun.|52|2338|doi:10.1039/C5CC09487A
CCDC 1038851: Experimental Crystal Structure Determination
Related Article: N. Kodiah Beyeh, Arto Valkonen, Sandip Bhowmik, Fangfang Pan, K. Rissanen|2015|Org.Chem.Front.|2|340|doi:10.1039/C4QO00326H
CCDC 1426139: Experimental Crystal Structure Determination
Related Article: Rakesh Puttreddy, Ondřej Jurček, Sandip Bhowmik, Toni Mäkelä, Kari Rissanen|2016|Chem.Commun.|52|2338|doi:10.1039/C5CC09487A
CCDC 1477312: Experimental Crystal Structure Determination
Related Article: Rajendhraprasad Tatikonda, Sandip Bhowmik, Kari Rissanen, Matti Haukka, Massimo Cametti|2016|Dalton Trans.|45|12756|doi:10.1039/C6DT02008A
CCDC 1426138: Experimental Crystal Structure Determination
Related Article: Rakesh Puttreddy, Ondřej Jurček, Sandip Bhowmik, Toni Mäkelä, Kari Rissanen|2016|Chem.Commun.|52|2338|doi:10.1039/C5CC09487A
CCDC 1477308: Experimental Crystal Structure Determination
Related Article: Rajendhraprasad Tatikonda, Sandip Bhowmik, Kari Rissanen, Matti Haukka, Massimo Cametti|2016|Dalton Trans.|45|12756|doi:10.1039/C6DT02008A
CCDC 1477310: Experimental Crystal Structure Determination
Related Article: Rajendhraprasad Tatikonda, Sandip Bhowmik, Kari Rissanen, Matti Haukka, Massimo Cametti|2016|Dalton Trans.|45|12756|doi:10.1039/C6DT02008A
CCDC 1062271: Experimental Crystal Structure Determination
Related Article: Pia Bonakdarzadeh, Filip Topić, Elina Kalenius, Sandip Bhowmik, Sota Sato, Michael Groessl, Richard Knochenmuss, Kari Rissanen|2015|Inorg.Chem.|54|6055|doi:10.1021/acs.inorgchem.5b01082
CCDC 1038850: Experimental Crystal Structure Determination
Related Article: N. Kodiah Beyeh, Arto Valkonen, Sandip Bhowmik, Fangfang Pan, K. Rissanen|2015|Org.Chem.Front.|2|340|doi:10.1039/C4QO00326H
CCDC 1533113: Experimental Crystal Structure Determination
Related Article: Leticia Arnedo-Sánchez, Nonappa, Sandip Bhowmik, Sami Hietala, Rakesh Puttreddy, Manu Lahtinen, Luisa De Cola, Kari Rissanen|2017|Dalton Trans.|46|7309|doi:10.1039/C7DT00983F
CCDC 1021542: Experimental Crystal Structure Determination
Related Article: Sandip Bhowmik, Biswa Nath Ghosh, Kari Rissanen|2014|Org.Biomol.Chem.|12|8836|doi:10.1039/C4OB01867B
CCDC 1021539: Experimental Crystal Structure Determination
Related Article: Sandip Bhowmik, Biswa Nath Ghosh, Kari Rissanen|2014|Org.Biomol.Chem.|12|8836|doi:10.1039/C4OB01867B
CCDC 1477311: Experimental Crystal Structure Determination
Related Article: Rajendhraprasad Tatikonda, Sandip Bhowmik, Kari Rissanen, Matti Haukka, Massimo Cametti|2016|Dalton Trans.|45|12756|doi:10.1039/C6DT02008A
CCDC 1062270: Experimental Crystal Structure Determination
Related Article: Pia Bonakdarzadeh, Filip Topić, Elina Kalenius, Sandip Bhowmik, Sota Sato, Michael Groessl, Richard Knochenmuss, Kari Rissanen|2015|Inorg.Chem.|54|6055|doi:10.1021/acs.inorgchem.5b01082
CCDC 1426140: Experimental Crystal Structure Determination
Related Article: Rakesh Puttreddy, Ondřej Jurček, Sandip Bhowmik, Toni Mäkelä, Kari Rissanen|2016|Chem.Commun.|52|2338|doi:10.1039/C5CC09487A
CCDC 1426142: Experimental Crystal Structure Determination
Related Article: Rakesh Puttreddy, Ondřej Jurček, Sandip Bhowmik, Toni Mäkelä, Kari Rissanen|2016|Chem.Commun.|52|2338|doi:10.1039/C5CC09487A
CCDC 960506: Experimental Crystal Structure Determination
Related Article: Biswa Nath Ghosh, Sandip Bhowmik, Prasenjit Mal, Kari Rissanen|2014|Chem.Commun.|50|734|doi:10.1039/C3CC47591C
CCDC 1533111: Experimental Crystal Structure Determination
Related Article: Leticia Arnedo-Sánchez, Nonappa, Sandip Bhowmik, Sami Hietala, Rakesh Puttreddy, Manu Lahtinen, Luisa De Cola, Kari Rissanen|2017|Dalton Trans.|46|7309|doi:10.1039/C7DT00983F
CCDC 1477309: Experimental Crystal Structure Determination
Related Article: Rajendhraprasad Tatikonda, Sandip Bhowmik, Kari Rissanen, Matti Haukka, Massimo Cametti|2016|Dalton Trans.|45|12756|doi:10.1039/C6DT02008A
CCDC 1429821: Experimental Crystal Structure Determination
Related Article: N. Kodiah Beyeh, Fangfang Pan, Sandip Bhowmik, Toni Mäkelä, Robin H. A. Ras, Kari Rissanen|2016|Chem.-Eur.J.|22|1355|doi:10.1002/chem.201504514
CCDC 1021540: Experimental Crystal Structure Determination
Related Article: Sandip Bhowmik, Biswa Nath Ghosh, Kari Rissanen|2014|Org.Biomol.Chem.|12|8836|doi:10.1039/C4OB01867B
CCDC 1533114: Experimental Crystal Structure Determination
Related Article: Leticia Arnedo-Sánchez, Nonappa, Sandip Bhowmik, Sami Hietala, Rakesh Puttreddy, Manu Lahtinen, Luisa De Cola, Kari Rissanen|2017|Dalton Trans.|46|7309|doi:10.1039/C7DT00983F
CCDC 1021541: Experimental Crystal Structure Determination
Related Article: Sandip Bhowmik, Biswa Nath Ghosh, Kari Rissanen|2014|Org.Biomol.Chem.|12|8836|doi:10.1039/C4OB01867B