Synthesis of the First Isolable Geminal 1,1-Dilithiostannane and Its Intriguing Structural Diversity

Roman Bashkurov; Natalia Fridman; Dmitry Bravo-Zhivotovskii; Yitzhak Apeloig

doi:10.1002/anie.202502273

Synthesis of the First Isolable Geminal 1,1-Dilithiostannane and Its Intriguing Structural Diversity

Roman Bashkurov
, Natalia Fridman
, Dmitry Bravo-Zhivotovskii
, Yitzhak Apeloig

Technion-Israel Institute of Technology

Research output: Contribution to journal › Article › peer-review

Abstract

The synthesis of the first isolable geminal 1,1-dilithiostannane is reported. In the solid state, the novel 1,1-dilithiostannane has three different structural motifs, depending on the reaction conditions used for its synthesis: (1) an unsolvated co-aggregate consisting of two 1,1-dilithiostannane molecules and two silyllithium molecules, {[(tBu₂MeSi)₂SnLi₂]₂ ⋅ [tBu₂MeSiLi]₂}; (2) a solvated trimeric stannyllithium dianion {[(tBu₂MeSi)₂Sn]₃Li₄}²⁻ associated with two fully dissociated THF-solvated Li⁺ cations; (3) a THF-solvated contact-ion pair dimer of 1,1-dilithiostannane, [(tBu₂MeSi)₂SnLi₂]₂ ⋅ (THF)₄.

Original language	English
Article number	e202502273
Journal	Angewandte Chemie - International Edition
Volume	64
Issue number	20
DOIs	https://doi.org/10.1002/anie.202502273
State	Published - 12 May 2025
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2025 The Author(s). Angewandte Chemie International Edition published by Wiley-VCH GmbH.

Keywords

aggregation
dianions
dilithiostannane
lithium
tin

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10.1002/anie.202502273

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title = "Synthesis of the First Isolable Geminal 1,1-Dilithiostannane and Its Intriguing Structural Diversity",

abstract = "The synthesis of the first isolable geminal 1,1-dilithiostannane is reported. In the solid state, the novel 1,1-dilithiostannane has three different structural motifs, depending on the reaction conditions used for its synthesis: (1) an unsolvated co-aggregate consisting of two 1,1-dilithiostannane molecules and two silyllithium molecules, \{[(tBu2MeSi)2SnLi2]2 ⋅ [tBu2MeSiLi]2\}; (2) a solvated trimeric stannyllithium dianion \{[(tBu2MeSi)2Sn]3Li4\}2− associated with two fully dissociated THF-solvated Li+ cations; (3) a THF-solvated contact-ion pair dimer of 1,1-dilithiostannane, [(tBu2MeSi)2SnLi2]2 ⋅ (THF)4.",

keywords = "aggregation, dianions, dilithiostannane, lithium, tin",

author = "Roman Bashkurov and Natalia Fridman and Dmitry Bravo-Zhivotovskii and Yitzhak Apeloig",

note = "Publisher Copyright: {\textcopyright} 2025 The Author(s). Angewandte Chemie International Edition published by Wiley-VCH GmbH.",

year = "2025",

month = may,

day = "12",

doi = "10.1002/anie.202502273",

language = "אנגלית",

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T1 - Synthesis of the First Isolable Geminal 1,1-Dilithiostannane and Its Intriguing Structural Diversity

AU - Bashkurov, Roman

AU - Fridman, Natalia

AU - Bravo-Zhivotovskii, Dmitry

AU - Apeloig, Yitzhak

PY - 2025/5/12

Y1 - 2025/5/12

N2 - The synthesis of the first isolable geminal 1,1-dilithiostannane is reported. In the solid state, the novel 1,1-dilithiostannane has three different structural motifs, depending on the reaction conditions used for its synthesis: (1) an unsolvated co-aggregate consisting of two 1,1-dilithiostannane molecules and two silyllithium molecules, {[(tBu2MeSi)2SnLi2]2 ⋅ [tBu2MeSiLi]2}; (2) a solvated trimeric stannyllithium dianion {[(tBu2MeSi)2Sn]3Li4}2− associated with two fully dissociated THF-solvated Li+ cations; (3) a THF-solvated contact-ion pair dimer of 1,1-dilithiostannane, [(tBu2MeSi)2SnLi2]2 ⋅ (THF)4.

AB - The synthesis of the first isolable geminal 1,1-dilithiostannane is reported. In the solid state, the novel 1,1-dilithiostannane has three different structural motifs, depending on the reaction conditions used for its synthesis: (1) an unsolvated co-aggregate consisting of two 1,1-dilithiostannane molecules and two silyllithium molecules, {[(tBu2MeSi)2SnLi2]2 ⋅ [tBu2MeSiLi]2}; (2) a solvated trimeric stannyllithium dianion {[(tBu2MeSi)2Sn]3Li4}2− associated with two fully dissociated THF-solvated Li+ cations; (3) a THF-solvated contact-ion pair dimer of 1,1-dilithiostannane, [(tBu2MeSi)2SnLi2]2 ⋅ (THF)4.

KW - aggregation

KW - dianions

KW - dilithiostannane

KW - lithium

KW - tin

UR - https://www.scopus.com/pages/publications/86000500472

U2 - 10.1002/anie.202502273

DO - 10.1002/anie.202502273

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C2 - 39997993

AN - SCOPUS:86000500472

SN - 1433-7851

VL - 64

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 20

M1 - e202502273

ER -

Synthesis of the First Isolable Geminal 1,1-Dilithiostannane and Its Intriguing Structural Diversity

Abstract

Bibliographical note

Keywords

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