Formation of Chelated Counteranions Using Lewis Acidic Diboranes:  Relevance to Isobutene Polymerization

Chai, Jianfang; Lewis, Stewart P.; Collins, Scott; Sciarone, Timo J. J.; Henderson, Lee D.; Chase, Preston A.; Irvine, Geoffrey J.; Piers, Warren E.; Elsegood, Mark R. J.; Clegg, William

doi:10.1021/om700672q

Cited by 46 publications

(24 citation statements)

References 40 publications

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“…Related to the [(Me 3 Si) 2 NNN] + ion are Lewis acid (LA) adduct azide anions of the type [LA-NNN-LA] À . Two examples, which contain a N,N-dicoordinated azide anion, are the borane complex A [45] or the [GaCl 3 -NNN-GaCl 3 ] À ion B [46] (structural data are shown in Scheme 2). Lewis acids of the type ER 3 (E = Group 13 element, R = organic or inorganic group) can be considered isolobal to the Me 3 Si + ion.…”

Section: Schmidt Reported the Preparation Of [H 2 Nnn]a C H T U N G Tmentioning

confidence: 99%

“…According to IUPAC [49] onium ions are cations derived by addition of a H + ion to a mononuclear parent hydride of the nitrogen (H 3 E, E = element of Group 15), chalcogen Scheme 2. Structural data of known Lewis-acid (LA) adduct azide anions A [45] and B [46] (bond lengths in ; R = C 6 F 5 ). (H 2 E, E = element of Group 16) and halogen families (HE, E = element of Group 17) or derivatives formed by substitution of the parent ions (H 4 E + , H 3 E + , H 2 E + ) by univalent groups.…”

Section: Schmidt Reported the Preparation Of [H 2 Nnn]a C H T U N G Tmentioning

confidence: 99%

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Pseudohalonium Ions: [Me₃Si–X–SiMe₃]⁺ (X=CN, OCN, SCN, and NNN)

Schulz

Villinger²

2010

Chemistry A European J

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By utilizing reaction mixtures, such as Me(3)Si-X/[Me(3)Si-X-SiMe(3)](+) (X=CN, OCN, SCN, and NNN), it was possible to prepare the first examples of bissilylated pseudohalonium cations in high yields. The structure and bonding of a whole series of salts containing pseudohalonium cations is discussed on the basis of experimentally observed (X-ray diffraction, Raman, and IR spectroscopy, and mass spectrometry) and theoretically obtained data. Salts containing pseudohalonium cations are only stable in the presence of weakly coordinating anions, such as the well-known tetrakis(pentafluorophenyl)borate, [B(C(6)F(5))(4)](-).

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Section: Schmidt Reported the Preparation Of [H 2 Nnn]a C H T U N G Tmentioning

confidence: 99%

Section: Schmidt Reported the Preparation Of [H 2 Nnn]a C H T U N G Tmentioning

confidence: 99%

Pseudohalonium Ions: [Me₃Si–X–SiMe₃]⁺ (X=CN, OCN, SCN, and NNN)

Schulz

Villinger²

2010

Chemistry A European J

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“…The first step of the reactions with 1 may comprise adduct formation between the strongly polarizing Al atoms and the α-N atoms of the azides, which are bound to the alkyl or silyl substituents and bear a partial negative charge. Such complexes are well-known in transition metal [46][47][48][49] or main group element chemistry [50][51][52][53]…”

Section: Resultsmentioning

confidence: 99%

Cooperative activation of azides by an Al/N-based active Lewis pair – unexpected insertion of nitrogen atoms into C–Si bonds and formation of AlCN₃ heterocycles

Uhl

Martinewski

Bruchhage

et al. 2019

Zeitschrift Für Naturforschung B

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The active Lewis pairs (ALPs) 2,6-Me2H8C5N–C(H) = C(SiMe3)–AlR2 (1a: R = tBu, 1b, R = iBu) have strained AlC2N heterocycles and relatively weak Al–N bonds. They react readily with a series of organic azides R′N3 [R′ = Ph, CH2C6H4(4-tBu), tBu, SiMe3, CH2Ph] by cleavage of the heterocycles and addition of the azides with their α-N atoms to the Al atom. The Al–N interactions result in an activation of the azide groups which insert into the C–Si bonds of the vinyl groups with their terminal γ-N atoms. Compounds with approximately planar five-membered AlCN3 heterocycles and intact N3 groups are formed in highly selective reactions.

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“…Related to the [(Me 3 Si) 2 NNN] + ion are Lewis acid (LA) adduct azide anions of the type [LA–NNN–LA] − . Two examples, which contain a N,N‐dicoordinated azide anion, are the borane complex A 45 or the [GaCl 3 –NNN–GaCl 3 ] − ion B 46 (structural data are shown in Scheme ). Lewis acids of the type ER 3 (E=Group 13 element, R=organic or inorganic group) can be considered isolobal to the Me 3 Si + ion.…”

Section: Resultsmentioning

confidence: 99%

“… Structural data of known Lewis‐acid (LA) adduct azide anions A 45 and B 46 (bond lengths in Å; R=C 6 F 5 ). …”

Section: Resultsmentioning

confidence: 99%

Azobenzene‐Based Colorimetric Chemosensors for Rapid Naked‐Eye Detection of Mercury(II)

Cheng

et al. 2011

Chemistry A European J

115

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Two new highly selective colorimetric chemosensors for Hg(2+), based on azobenzene and highly selective Hg(2+)-promoted deprotection of a dithioacetal have been designed and synthesized. In the presence of as little as 20 μM Hg(2+), the sensors change their color from light yellow to deep red, which can easily be observed by the naked eye. The underlying signaling mechanism is intramolecular charge transfer (ICT). The sensors have good selectivity for Hg(2+) with respect to several common alkali, alkaline earth, and transition metal ions. Furthermore, they can be used for in-the-field measurements by virtue of a dipstick approach without any additional equipment.

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Formation of Chelated Counteranions Using Lewis Acidic Diboranes: Relevance to Isobutene Polymerization

Cited by 46 publications

References 40 publications

Pseudohalonium Ions: [Me₃Si–X–SiMe₃]⁺ (X=CN, OCN, SCN, and NNN)

Pseudohalonium Ions: [Me₃Si–X–SiMe₃]⁺ (X=CN, OCN, SCN, and NNN)

Cooperative activation of azides by an Al/N-based active Lewis pair – unexpected insertion of nitrogen atoms into C–Si bonds and formation of AlCN₃ heterocycles

Azobenzene‐Based Colorimetric Chemosensors for Rapid Naked‐Eye Detection of Mercury(II)

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Formation of Chelated Counteranions Using Lewis Acidic Diboranes: Relevance to Isobutene Polymerization

Cited by 46 publications

References 40 publications

Pseudohalonium Ions: [Me3Si–X–SiMe3]+ (X=CN, OCN, SCN, and NNN)

Pseudohalonium Ions: [Me3Si–X–SiMe3]+ (X=CN, OCN, SCN, and NNN)

Cooperative activation of azides by an Al/N-based active Lewis pair – unexpected insertion of nitrogen atoms into C–Si bonds and formation of AlCN3 heterocycles

Azobenzene‐Based Colorimetric Chemosensors for Rapid Naked‐Eye Detection of Mercury(II)

Contact Info

Product

Resources

About

Pseudohalonium Ions: [Me₃Si–X–SiMe₃]⁺ (X=CN, OCN, SCN, and NNN)

Pseudohalonium Ions: [Me₃Si–X–SiMe₃]⁺ (X=CN, OCN, SCN, and NNN)

Cooperative activation of azides by an Al/N-based active Lewis pair – unexpected insertion of nitrogen atoms into C–Si bonds and formation of AlCN₃ heterocycles