Small Inorganic Rings in the 21st Century: From Fleeting Intermediates to Novel Isolable Entities

He, Gang; Shynkaruk, Olena; Lui, Melanie W.; Rivard, Eric

doi:10.1021/cr400547x

Cited by 189 publications

(144 citation statements)

References 859 publications

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“…Despite this inherent challenge, van Beelen and coworkers succeeded in isolating the air-and moisture-stable 1,1-dimethyl-2,3,4,5-tetraphenylplumbole (134) in 1978 from the reaction of dilithiotetraphenylbutadiene with Me 2 PbBr 2 Scheme 11. 124 When this dilithiatedbutadiene was combined with PbCl 2 , disproportionation occurred to yield a spiroplumbole (with Pb(IV) centers) and presumably lead metal.…”

Section: Leadmentioning

confidence: 99%

Marriage of heavy main group elements with π-conjugated materials for optoelectronic applications

2016

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This review article summarizes recent progress in the synthesis and optoelectronic properties of conjugated materials containing heavy main group elements from Group 13-16 as integral components. As will be discussed, the introduction of these elements can promote novel phosphorescent behavior and support desirable molecular and polymeric properties such as low optical band gaps and high charge mobilities for photovoltaic and thin film transistor applications.

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Section: Leadmentioning

confidence: 99%

Marriage of heavy main group elements with π-conjugated materials for optoelectronic applications

2016

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“…A related N 3 P heterocycle was only recently investigated by Scheer et al, which was prepared by addition of alkyl azides onto the phosphinidene complex Cp*P[W-(CO) 5 ] 2 . 31 Because of the existence of two additional substituents compared to our envisaged target molecules [E(μ-NTer) 2 N], the bonding situation is fundamentally different.…”

Section: ■ Introductionmentioning

confidence: 99%

Cyclo-Pnicta-triazanes: Biradicaloids or Zwitterions?

et al. 2015

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Bulky triazenides were utilized in the reaction with pnictogen(III) chlorides (ECl3, E = P, As, Sb, and Bi) yielding triaza-pnicta-butene analogues of the type R-N═N-N(R)-ECl2 (R = Ter = 2,6-bis(2,4,6-trimethylphenyl)phenyl). Subsequent reduction of these dichloro-species afforded unprecedented four-membered group 15 heterocycles [E(μ-NTer)2N] bearing one dicoordinate pnictogen and nitrogen atom. These N3E rings represent species at the borderline between singlet biradicaloids and zwitterions with diminished reactivity compared to known singlet biradicaloids. The N3P compound could be identified, while N3As and N3Sb species as well as the precursor compounds were fully characterized.

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“…Small inorganic rings represent a well studied structural class due to the novel bonding modes and reactivity these units possess and the ubiquitous role of cyclic intermediates in a wide variety of chemical transformations (He et al, 2014). Structural features of N-aromatic cyclodisilazanes have also attracted considerable interest (Schneider et al, 2001).…”

Section: Structure Descriptionmentioning

confidence: 99%

A pyridyl-substituted cyclodisilazane [(Apy)₂(μ-SiMe)₂] (ApyH₂ = 2-aminopyridine)

Li¹,

Duan²,

Cao³

et al. 2017

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The title compound, C 14 H 20 N 4 Si 2 or [(Apy) 2 (-SiMe) 2 ], systematic name 2-[2,2,4,4-tetramethyl-3-(pyridin-2-yl)-1,3,2,4-diazadisiletidin-1-yl]pyridine, was obtained as a side product from the reaction of 2-amino-pyridine with LiBu n followed by the addition of Me 2 NMe 2 SiCl in hexane. The compound was characterized by single-crystal X-ray diffraction analysis and NMR spectroscopy. The title compound lies about an inversion center at the centroid of the cyclodisilazane ring. The four-membered Si 2 N 2 core is strictly planar with the two pyridyl rings placed centrosymmetrically on either side of the Si 2 N 2 plane and are almost coplanar with the central four-membered ring. Structure descriptionSmall inorganic rings represent a well studied structural class due to the novel bonding modes and reactivity these units possess and the ubiquitous role of cyclic intermediates in a wide variety of chemical transformations (He et al., 2014). Structural features of N-aromatic cyclodisilazanes have also attracted considerable interest (Schneider et al., 2001).The title compound, [(Apy) 2 (-SiMe) 2 ], lies on an inversion center situated at the centroid of the N2/Si1/N2A/Si1A ring (Fig. 1), where the four-membered Si 2 N 2 core is strictly planar. The Si-N-Si and N-Si-N bond angles are 95.92 (5) and 84.08 (5) , respectively. The two pyridyl rings, which are close to planar [r.m.s. deviations = 0.0066 Å ] are located centrosymmetrically on either side of the Si 2 N 2 plane. They are also close to coplanar with the Si 2 N 2 ring, with interplanar angles of 6.97 (9) . This coplanarity of the main backbone is also observed in the previously reported aryl substituted cyclodisilazanes with only H or halogen atoms in the ortho positions of the aromatic ring (Szö llö sy et al., 1983). In these structures, the corresponding dihedral angles between the

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Small Inorganic Rings in the 21st Century: From Fleeting Intermediates to Novel Isolable Entities

Cited by 189 publications

References 859 publications

Marriage of heavy main group elements with π-conjugated materials for optoelectronic applications

Marriage of heavy main group elements with π-conjugated materials for optoelectronic applications

Cyclo-Pnicta-triazanes: Biradicaloids or Zwitterions?

A pyridyl-substituted cyclodisilazane [(Apy)₂(μ-SiMe)₂] (ApyH₂ = 2-aminopyridine)

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Small Inorganic Rings in the 21st Century: From Fleeting Intermediates to Novel Isolable Entities

Cited by 189 publications

References 859 publications

Marriage of heavy main group elements with π-conjugated materials for optoelectronic applications

Marriage of heavy main group elements with π-conjugated materials for optoelectronic applications

Cyclo-Pnicta-triazanes: Biradicaloids or Zwitterions?

A pyridyl-substituted cyclodisilazane [(Apy)2(μ-SiMe)2] (ApyH2 = 2-aminopyridine)

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A pyridyl-substituted cyclodisilazane [(Apy)₂(μ-SiMe)₂] (ApyH₂ = 2-aminopyridine)