Reaction of Hypercoordinate Dichlorosilanes Bearing 8-(Dimethylamino)-1-naphthyl Group(s) with Magnesium: Formation of the 1,2-Disilaacenaphthene Skeleton

Tamao, Kohei; Asahara, Masahiro; Saeki, Takao; Toshimitsu, Akio

doi:10.1002/(sici)1521-3773(19991115)38:22<3316::aid-anie3316>3.0.co;2-9

Cited by 30 publications

(11 citation statements)

References 3 publications

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“…Tetrasilanes 54 and 55 with two neutral pentacoordinated silicon atoms by carbonyl oxygen and nitrogen lone pairs were also reported by Tanaka et al [78] and Tamao et al [79], respectively. We also synthesized the neutral compounds 56 and 57 with two heptacoordinated and pentacoordinated silicon atoms by sulfur-and oxygen-coordination, respectively [80,81].…”

Section: "Asura-bond" Compoundmentioning

confidence: 99%

Heteroatom chemistry in Asia: Past, present, and future

Kawashima

2013

Pure and Applied Chemistry

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Section: "Asura-bond" Compoundmentioning

confidence: 99%

Heteroatom chemistry in Asia: Past, present, and future

Kawashima

2013

Pure and Applied Chemistry

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“…Recently, pentacoordinate silylenoids have been experimentally and theoretically studied [13][14][15]. Does the pentacoordinate germylenoid exist?…”

Section: Introductionmentioning

confidence: 99%

The structures and stability of pentacoordinate germylenoid PhCH2(NH2)CH3GeLiF

Geng

Chen

2011

Struct Chem

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The structures and stability of pentacoordinate germylenoid PhCH 2 (NH 2 )CH 3 GeLiF were first theoretically studied by density functional theory. Two equilibrium structures, the three-membered ring and the p-complex structures, were located. The three-membered ring structure is more stable both in vacuum and in solvents (ether, THF, and acetone). The Ge-N coordination energies at the B3LYP/6-311?G(d,p) level are 35.8 and 7.9 kJ/mol in the three-membered ring and the p-complex structures, respectively. The insertion reactions with CH 3 F indicate that germylenoid PhCH 2 (NH 2 )CH 3 GeLiF is more stable than germylene PhCH 2 (NH 2 )CH 3 Ge. The insertion barrier of PhCH 2 (NH 2 )CH 3 GeLiF with CH 3 F is higher than that of PhCH 3 CH 3 GeLiF, indicating that the amine coordination make PhCH 2 (NH 2 )CH 3 GeLiF more stable.

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“…Recently, Tamao et al [16,17] introduced the syntheses of pentcoordinate silylenoids (a) bearing 8-(dimethylamino)-1-naphthyl group. The change of the coordinate number must cause perturbation in the characteristic physical properties of silylenoids.…”

Section: Introductionmentioning

confidence: 99%

Theoretical studies on the pentacoordinate silylenoid PhCH2(NH2)CH3SiLiF

Feng

2009

Struct Chem

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The structures of pentacoordinate silylenoid PhCH 2 (NH 2 )CH 3 SiLiF were studied by density functional theory at the B3LYP/6-31G(d) level. Three equilibrium structures, the three-membered ring (1), the p-complex (2), and the r-complex (3) structures, were located. Their energies are in the order of 2 [ 1 [ 3 both in vacuum and in THF. To exploit the stability of PhCH 2 (NH 2 )CH 3 SiLiF, the insertion reactions of 1 and PhCH 2 (NH 2 )CH 3 Si into C-F have been investigated, respectively. The results show that the insertion of PhCH 2 (NH 2 )CH 3 Si is more favorable. To probe the influence of amine-coordination to the stability of PhCH 2 (NH 2 )CH 3 SiLiF, the insertion reaction of PhCH 3 CH 3 SiLiF was also investigated. The calculations indicate that the insertion of PhCH 3 CH 3 SiLiF is more favorable than that of 1. So the N atom plays an important role on the stability of silylenoid PhCH 2 (NH 2 )CH 3 SiLiF.

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Reaction of Hypercoordinate Dichlorosilanes Bearing 8-(Dimethylamino)-1-naphthyl Group(s) with Magnesium: Formation of the 1,2-Disilaacenaphthene Skeleton

Cited by 30 publications

References 3 publications

Heteroatom chemistry in Asia: Past, present, and future

Heteroatom chemistry in Asia: Past, present, and future

The structures and stability of pentacoordinate germylenoid PhCH2(NH2)CH3GeLiF

Theoretical studies on the pentacoordinate silylenoid PhCH2(NH2)CH3SiLiF

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