Synthesis and Characterization of Two β-Diketiminato Tin(IV) Compounds

Xiaoli Ma; Ziyan Deng; Miaomiao Yao; Mingdong Zhong; Wenling Li; Zhi Yang

doi:10.6023/cjoc201611035

Synthesis and Characterization of Two β-Diketiminato Tin(IV) Compounds

Xiaoli Ma^*
, Ziyan Deng
, Miaomiao Yao
, Mingdong Zhong
, Wenling Li
, Zhi Yang

^*Corresponding author for this work

Beijing Institute of Technology

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

2 Citations (Scopus)

Abstract

The reactions of L¹Li [L¹=HC(CMeNAr)₂, Ar=2,6-ⁱPr₂C₆H₃] with Me₂SnCl₂, and L²Li [L²=HC(CMeNAr')₂, Ar'=2,6-Et₂C₆H₃] with Me₃SnCl in a molar ratio of 1:1 were carried out at room temperature and acquired two new compounds, N(Ar)=C(Me)CH=C(NHAr)CH₂SnMe₂Cl·C₇H₈ (1) and [N(Ar')C(Me)=CHC(=NAr')CH₂SnMe₂]₂·CH₂Cl₂ (2), respectively. Different from regular nitrogen-metal-nitrogen bonds generated by the reactions of β-diketiminato ligands with metal halides, uncommon nitrogen-tin-carbon bonds in compounds 1 and 2 were obtained by Sn-N bond cleavage and concomitant Sn-C bond formation due to the Lewis acidity of SnMe₃ and SnMe₂Cl group. Compound 2 is a rare tin dimer with two resonant structures. Two compounds have been confirmed by ¹H NMR,¹³C NMR, elemental analysis, and single crystal X-ray structural analysis. Through the comparison of compounds 1and 2, the formation mechanism of dimer 2 has been investigated.

Original language	English
Pages (from-to)	1300-1305
Number of pages	6
Journal	Chinese Journal of Organic Chemistry
Volume	37
Issue number	5
DOIs	https://doi.org/10.6023/cjoc201611035
Publication status	Published - 1 May 2017
Externally published	Yes

Keywords

Metal halides
Nitrogen-tin-carbon bonds
Tin dimer
β-diketiminato ligands

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@article{2a7df22022b34747a132bb475862e503,

title = "Synthesis and Characterization of Two β-Diketiminato Tin(IV) Compounds",

abstract = "The reactions of L1Li [L1=HC(CMeNAr)2, Ar=2,6-iPr2C6H3] with Me2SnCl2, and L2Li [L2=HC(CMeNAr')2, Ar'=2,6-Et2C6H3] with Me3SnCl in a molar ratio of 1:1 were carried out at room temperature and acquired two new compounds, N(Ar)=C(Me)CH=C(NHAr)CH2SnMe2Cl·C7H8 (1) and [N(Ar')C(Me)=CHC(=NAr')CH2SnMe2]2·CH2Cl2 (2), respectively. Different from regular nitrogen-metal-nitrogen bonds generated by the reactions of β-diketiminato ligands with metal halides, uncommon nitrogen-tin-carbon bonds in compounds 1 and 2 were obtained by Sn-N bond cleavage and concomitant Sn-C bond formation due to the Lewis acidity of SnMe3 and SnMe2Cl group. Compound 2 is a rare tin dimer with two resonant structures. Two compounds have been confirmed by 1H NMR,13C NMR, elemental analysis, and single crystal X-ray structural analysis. Through the comparison of compounds 1and 2, the formation mechanism of dimer 2 has been investigated.",

keywords = "Metal halides, Nitrogen-tin-carbon bonds, Tin dimer, β-diketiminato ligands",

author = "Xiaoli Ma and Ziyan Deng and Miaomiao Yao and Mingdong Zhong and Wenling Li and Zhi Yang",

note = "Publisher Copyright: {\textcopyright} 2017 Chinese Chemical Society \& SIOC, CAS.",

year = "2017",

month = may,

day = "1",

doi = "10.6023/cjoc201611035",

language = "English",

volume = "37",

pages = "1300--1305",

journal = "Chinese Journal of Organic Chemistry",

issn = "0253-2786",

publisher = "Science Press",

number = "5",

}

TY - JOUR

T1 - Synthesis and Characterization of Two β-Diketiminato Tin(IV) Compounds

AU - Ma, Xiaoli

AU - Deng, Ziyan

AU - Yao, Miaomiao

AU - Zhong, Mingdong

AU - Li, Wenling

AU - Yang, Zhi

PY - 2017/5/1

Y1 - 2017/5/1

N2 - The reactions of L1Li [L1=HC(CMeNAr)2, Ar=2,6-iPr2C6H3] with Me2SnCl2, and L2Li [L2=HC(CMeNAr')2, Ar'=2,6-Et2C6H3] with Me3SnCl in a molar ratio of 1:1 were carried out at room temperature and acquired two new compounds, N(Ar)=C(Me)CH=C(NHAr)CH2SnMe2Cl·C7H8 (1) and [N(Ar')C(Me)=CHC(=NAr')CH2SnMe2]2·CH2Cl2 (2), respectively. Different from regular nitrogen-metal-nitrogen bonds generated by the reactions of β-diketiminato ligands with metal halides, uncommon nitrogen-tin-carbon bonds in compounds 1 and 2 were obtained by Sn-N bond cleavage and concomitant Sn-C bond formation due to the Lewis acidity of SnMe3 and SnMe2Cl group. Compound 2 is a rare tin dimer with two resonant structures. Two compounds have been confirmed by 1H NMR,13C NMR, elemental analysis, and single crystal X-ray structural analysis. Through the comparison of compounds 1and 2, the formation mechanism of dimer 2 has been investigated.

AB - The reactions of L1Li [L1=HC(CMeNAr)2, Ar=2,6-iPr2C6H3] with Me2SnCl2, and L2Li [L2=HC(CMeNAr')2, Ar'=2,6-Et2C6H3] with Me3SnCl in a molar ratio of 1:1 were carried out at room temperature and acquired two new compounds, N(Ar)=C(Me)CH=C(NHAr)CH2SnMe2Cl·C7H8 (1) and [N(Ar')C(Me)=CHC(=NAr')CH2SnMe2]2·CH2Cl2 (2), respectively. Different from regular nitrogen-metal-nitrogen bonds generated by the reactions of β-diketiminato ligands with metal halides, uncommon nitrogen-tin-carbon bonds in compounds 1 and 2 were obtained by Sn-N bond cleavage and concomitant Sn-C bond formation due to the Lewis acidity of SnMe3 and SnMe2Cl group. Compound 2 is a rare tin dimer with two resonant structures. Two compounds have been confirmed by 1H NMR,13C NMR, elemental analysis, and single crystal X-ray structural analysis. Through the comparison of compounds 1and 2, the formation mechanism of dimer 2 has been investigated.

KW - Metal halides

KW - Nitrogen-tin-carbon bonds

KW - Tin dimer

KW - β-diketiminato ligands

UR - https://www.scopus.com/pages/publications/85026507805

U2 - 10.6023/cjoc201611035

DO - 10.6023/cjoc201611035

M3 - Article

AN - SCOPUS:85026507805

SN - 0253-2786

VL - 37

SP - 1300

EP - 1305

JO - Chinese Journal of Organic Chemistry

JF - Chinese Journal of Organic Chemistry

IS - 5

ER -

Synthesis and Characterization of Two β-Diketiminato Tin(IV) Compounds

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