13,13-Dimethyl-1,10-diphenyl-13-silatricyclo[8.2.1.02,9]trideca-2(9),11-diene, C26H30Si (I), and 1,4-dihydro-9,9-dimethyl-1,4-diphenyl-1,4-silanonaphthalene, C24H22Si (II)

Preut, H.; Mayer, Barbara; Neumann, W. P.

doi:10.1107/s010827018300760x

Cited by 4 publications

(4 citation statements)

References 7 publications

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“…Suitable crystals for X-ray analysis of 4 were obtained by recrystallization of the crude product from dichloromethane. The molecular structure of 4 (Figure ) , is typical for this class of compounds . Remarkably, the SiC(1) and SiC(4) bond lengths are relatively long (190.8 and 190.3 pm) and the CSiC bond angle is very acute (83.0°).…”

Section: Resultsmentioning

confidence: 90%

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The Elusive 7-Silanorbornadien-7-ylium: Synthesis and Characterization of Nitrilium and Oxonium Ions Deriving from 2,3-Benzo-7-silanorbornadien-7-ylium

2001

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Silylnitrilium (6) and Silyloxonium (7) ions have been synthesized by reaction of 2,3-benzo-1,4,5,6,7-pentaphenyl-7-silanorbornadiene, 4, with trityl tetrakis(pentafluorophenyl)borate in benzene in the presence of acetonitrile and diethyl ether, respectively, and have been identified by NMR spectroscopy, supported by density functional calculations of the NMR chemical shift. Solvent-free 2,3-benzo-1,4,5,6,7-pentaphenyl-7-silanorbornadien-7-ylium, 3, could not be detected under the applied conditions (room temperature, aromatic hydrocarbons or -60 °C, dichloromethane). The results of density functional calculations for the model compound 2,3-benzo-7-phenyl-7-silanorbornadien-7-ylium, 8, and isomeric C 16 H 13 Si + species suggest that 3 undergoes in hydrocarbon solution a facile exothermic rearrangement to the highly reactive π-type complex PhSi + //tetraphenylnaphthalene.

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Section: Resultsmentioning

confidence: 90%

“…NMR chemical shift calculations have been uniformly performed at the DFT GIAO/B3LYP level using the 6-311+G(2df,p) basis set for Si and the 6-31G(d) basis set for C, H, N, O (σ( 29 Si)(TMS) 332.1) . The electronic structure of the investigated compounds was analyzed using NBO theory …”

Section: Theoretical Methodsmentioning

confidence: 99%

The Elusive 7-Silanorbornadien-7-ylium: Synthesis and Characterization of Nitrilium and Oxonium Ions Deriving from 2,3-Benzo-7-silanorbornadien-7-ylium

2001

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“…The molecular structure of bicyclic systems containing a silacyclopentane and silacyclopentene fragment have been established, applying electron diffraction [155], microwave spectroscopy [156] and X-ray diffraction [11, 35,139,140,[157][158][159][160], According to microwave spectroscopy [156], the Si-C (7) distance of 1-silabicyclo[2.2.1]heptane 72 (R=H) is longer (1.943 A) than in trimethylsilane (1.868 Ä), which points towards a certain strain of the ring system. At the same time, in 1-methyl-1-silabicyclo[2.2.1]heptane 72 (R=Me) [155] the Si-C (7) bond length does not exceed the conventional value.…”

Section: Silacyclopentanesmentioning

confidence: 99%

“…The widening of these angles allows one dimethylamino group to approach the silicon center, resulting in a N->Si distance of 2.918 A. The endocyclic CSiC bond angles in 7-siianorbornadienes 76-78 [157][158][159] are also small, being 81.7°, 82.6° and 80.4°, respectively. The bridge Si-C bonds of the 7-silanorbornene derivatives 75-78 are longer than normal Si-C bonds.…”

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confidence: 99%

Molecular Structure of Sila-Heterocycles

Lukevics¹,

Pudova²

1998

Main Group Metal Chemistry

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The present review provides a comprehensive survey on the molecular structure of silaheterocyclic compounds (silacyclopropanes, silacyclobutanes, silacyclopentanes, silacyclohexanes and derivatives with larger rings, as well as compounds with fused and unsaturated heterocycles). In a lot of cases the heterocycles include also heteroatoms other than silicon, however, all silaheterocycles under consideration contain only Si-C bonds. INTRODUCTIONThe results of the structural investigations of the organosilicon heterocycles were reviewed in 1989 [1], However, sila-heterocycles have been the subject of extensive studies over the last 10 years. Much attention has been focused on the synthesis and structural characterization both derivatives with small rings and the macrocyclic compounds. There has been also a considerable interest in the cyclic π-electronic systems containing the silicon atom. Much of this interest concerns the possibility of aromatic character for the silole anions and dianions. Recently the first neutral silaaromatic compound -2-silanaphthalene was successfully isolated and structurally characterized. Our review is an attempt to summarize and systematize the numerous papers scattered in literature on this subject.

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[4+2]Cycloadditions of organometallic-substituted siloles with dimethyl acetylenedicarboxylate and tetracyanoethylene

Wrackmeyer¹,

Milius²,

Bhatti³

et al. 2003

Journal of Organometallic Chemistry

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13,13-Dimethyl-1,10-diphenyl-13-silatricyclo[8.2.1.02,9]trideca-2(9),11-diene, C26H30Si (I), and 1,4-dihydro-9,9-dimethyl-1,4-diphenyl-1,4-silanonaphthalene, C24H22Si (II)

Cited by 4 publications

References 7 publications

The Elusive 7-Silanorbornadien-7-ylium: Synthesis and Characterization of Nitrilium and Oxonium Ions Deriving from 2,3-Benzo-7-silanorbornadien-7-ylium

The Elusive 7-Silanorbornadien-7-ylium: Synthesis and Characterization of Nitrilium and Oxonium Ions Deriving from 2,3-Benzo-7-silanorbornadien-7-ylium

Molecular Structure of Sila-Heterocycles

[4+2]Cycloadditions of organometallic-substituted siloles with dimethyl acetylenedicarboxylate and tetracyanoethylene

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