Using alcohols as alkylation reagents for 4-cyanopyridinium and N,N′-dialkyl-4,4′-bipyridinium and their one-dimensional iodoplumbates

Yang, Chen; Yang, Zhou; Guo, Cheng‐Xin; Ni, Chao; Li, Hong‐Xi; Ren, Zhi‐Gang; Lang, Jian‐Ping

doi:10.1039/c0ce00309c

Cited by 63 publications

(26 citation statements)

References 79 publications

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“…In the case of PET, hydrolysis of BDM-Si affords the diol 1,4-benzenedimethanol (BDM) which is a valuable building block for the production of pesticides, perfumes or dyes (see SI, Section IV.1). 29,30 Interestingly, the reduction of PET required harsher conditions than PLA with the present hydrosilylation system, which is consistent with the chemical behavior noted by Robertson and co-workers under hydrogenation conditions. 13 However, we observed a different behavior with the organoborane B(C 6 F 5 ) 3 (3) and 16 h were needed to depolymerize PLA with a slight excess of Et 3 SiH and 5 mol % 3 at room temperature, while the same reaction was achieved within 3 h with PET.…”

Section: ■ Results and Discussionsupporting

confidence: 90%

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Depolymerization of Waste Plastics to Monomers and Chemicals Using a Hydrosilylation Strategy Facilitated by Brookhart’s Iridium(III) Catalyst

Monsigny

Berthet

Cantat

2018

ACS Sustainable Chem. Eng.

127

111

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Plastic waste management is a major concern. While the societal demand for sustainability is growing, landfilling and incineration of waste plastics remain the norm and methods able to efficiently recycle these materials are desirable. Herein, we report the depolymerization, under mild conditions, of oxygenated plastics in the presence of hydrosilanes with the cationic pincer complex [Ir(PCP)H(THF)][B(C6F5)4] (PCP = 1,3-(tBu2P)2C6H3)) as catalyst. The iridium catalyst, with a low loading (0.3-1 mol%), proves selective toward the formation of silyl ethers or the corresponding alkanes depending only on the reaction temperature. It is noteworthy that the depolymerization of real household waste plastics such as PET (from plastic bottles) and polylactic acid (PLA) from 3D printer filaments is not altered by the presence of dye or other plastic's additives.

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Section: ■ Results and Discussionsupporting

confidence: 90%

Section: Resultsmentioning

confidence: 99%

Depolymerization of Waste Plastics to Monomers and Chemicals Using a Hydrosilylation Strategy Facilitated by Brookhart’s Iridium(III) Catalyst

Monsigny

Berthet

Cantat

2018

ACS Sustainable Chem. Eng.

127

111

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“…The dihedral angle between the pyridyl rings of bipy for (2) is 28.2 , while for (3) it is only 2.7 . This solvate's columnar structure is rather unusual, but is reminiscent of the [Pb 3 I 9 ] n 3nÀ chains observed in N,N 0 -diethyl-4,4 0 -bipyridinium and N,N 0 -dipropyl-4,4 0 -bipyridinium lead iodide described in Chen et al (2011), although in the present case every [Pb 2 I 6 ] 2À unit in the [Pb 2 I 6 ] n 2nÀ chain is staggered relative to the adjacent pair ( . Figs.…”

Section: Figurementioning

confidence: 61%

Structural diversity in hybrid organic–inorganic lead iodide materials

Weber

Marshall

Dyson

et al. 2015

Acta Crystallogr B Struct Sci Cryst Eng Mater

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The structural chemistry of hybrid organic-inorganic lead iodide materials has become of increasing significance for energy applications since the discovery and development of perovskite solar cells based on methylammonium lead iodide. Seven new hybrid lead iodide compounds have been synthesized and structurally characterized using single-crystal X-ray diffraction. The lead iodide units in materials templated with bipyridyl, 1,2-bis(4-pyridyl)ethane, 1,2-di(4-pyridyl)ethylene and imidazole adopt one-dimensional chain structures, while crystallization from solutions containing piperazinium cations generates a salt containing isolated [PbI6](4-) octahedral anions. Templating with 4-chlorobenzylammonium lead iodide adopts the well known two-dimensional layered perovskite structure with vertex shared sheets of composition [PbI4](2-) separated by double layers of organic cations. The relationships between the various structures determined, their compositions, stability and hydrogen bonding between the protonated amine and the iodide ions of the PbI6 octahedra are described.

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“…Multi‐scan absorption corrections were applied for both data sets using the APEX II program. Both structures were solved by direct methods and refined on F 2 by full‐matrix least‐squares methods using the SHELXTL‐97 software package . All non‐hydrogen atoms were refined with anisotropic displacement parameters.…”

Section: Methodsmentioning

confidence: 99%

In situ Alkylation of 4,4′‐Vinylenedipyridine for Inorganic‐Organic Iodides/Iodidomercurates

Cui

Guo

Chu

et al. 2017

Zeitschrift anorg allge chemie

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Solvothermal reactions of HgI 2 , 4,4Ј-vinylenedipyridine, and HI in alcoholic solution (methanol, ethanol, or pentanol) gave rise to a family of organic-inorganic hybrid complexes, formulated as [C 14 H 16 N 2 ][I 4 ] 2-(1), [C 16 H 20 N 2 ][HgI 4 ] (2), and [C 22 H 32 N 2 ][HgI 4 ] 4 (3). Single-crystal X-ray diffraction reveals that all three compounds are discrete structures, including the inorganic anion [I 4 ] 2or [HgI 4 ] 2and an organic cation, where the resulting organic cations were gener-* Prof. Dr. J.-L. Song Fax: +86-51085917763 E-Mail: s070054@e.ntu.edu.sg [a] China-

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Using alcohols as alkylation reagents for 4-cyanopyridinium and N,N′-dialkyl-4,4′-bipyridinium and their one-dimensional iodoplumbates

Cited by 63 publications

References 79 publications

Depolymerization of Waste Plastics to Monomers and Chemicals Using a Hydrosilylation Strategy Facilitated by Brookhart’s Iridium(III) Catalyst

Depolymerization of Waste Plastics to Monomers and Chemicals Using a Hydrosilylation Strategy Facilitated by Brookhart’s Iridium(III) Catalyst

Structural diversity in hybrid organic–inorganic lead iodide materials

In situ Alkylation of 4,4′‐Vinylenedipyridine for Inorganic‐Organic Iodides/Iodidomercurates

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