SnCl4*2THF

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: SnCl4*2THF
• 英文别名: Oxolane;tetrachlorostannane
• 化学式: 2C₄H₈O*Cl₄Sn
• 分子量: 404.736
• InChiKey: GGUJRCZUZBUSTN-UHFFFAOYSA-J

计算性质

• 辛醇/水分配系数(LogP)：
  3.17
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  SnCl4*2THF 、 tetralithium meso-octaethylporphyrinogen*4THF 以 甲苯 为溶剂， 以71%的产率得到7,7,12,12,17,17,24,24-octaethyl-2,22,23,25-tetraza-1-stannaoctacyclo[11.9.1.11,8.13,21.02,6.016,23.018,22.011,25]pentacosa-3,5,8,10,13,15,18,20-octaene;oxolane
  参考文献：
  名称：

  The Porphyrinogen−Porphodimethene Relationship Leading to Novel Synthetic Methodologies Focused on the Modification and Functionalization of the Porphyrinogen and Porphodimethene Skeletons

  摘要：

  The general synthetic methods presented in this paper make available, on a preparative scale, unprecedented porphyrinogen-derived skeletons, including their functionalization at the meso positions. The stepwise dealkylation of meso-octaalkylporphyrinogen R8N4H4 [R = Et, 1; R = Bu-n, 2] was chemically, mechanistically, and structurally followed until the formation of porphomethene and porphodimethene derivatives 5-13, obtained with a sequential use of SnCl4. In particular, the porphodimethene derivative [(Et6N4)SnCl2], 9, was reductively transmetalated using Li metal to Et6N4Li2. 14, subsequently hydrolyzed to Et6N4H2, 15. The porphodimethene-nickel complex [(Et6N4)Ni], 16, was used for studying the reactivity and the ligand modification of the porphodimethene skeleton. The reactivity of 16 toward nucleophiles led to otherwise inaccessible meso-substituted-meso-functionalized porphyrinogens [(Et6N4R2)NiLi2], [R = H, 18; R = Bu-n, 19; R = CH2CN, 20], thus exemplifying a general methodology to meso-functionalized porphyrinogens. In addition, when [NMe2](-) was used as the nucleophile, 16 was converted into mono- and bis-vinylideneporphyrinogen derivatives [{Et-4(=CHMe)N-4}NiLi] 21, and [{Et-5(=CHMe)(2)N-4}NiLi2], 22, through the intermediacy of meso-(dimethylamino)-porphyrinogens undergoing an alpha-II elimination from the meso positions. Such intermediates were isolated and characterized in the stepwise reaction of 14 with LiNMe2 leading to [{Et-6(NMe2)(2)N-4}Li-4], 23, and [{Et-5(NMe2)(=CHMe)N-4}Li-4], 25. Both compounds, as a function of the reaction solvent, undergo the thermal elimination of HNMe2 with the formation of [{Et-4(=CHMe)(2)N-4}Li-4], 24, which is then protonated to [{Et-4(=CHMe)(2)N-4}H-4], 27. Transmetalation from 23 to 24 can be used as the methodology for the synthesis of a remarkable variety of meso-substituted and functionalized porphyrinogen complexes. The deprotonation of 16 is reversible, therefore 22 and 23 can be protonated back to their starting materials. We took advantage of the nucleophilicity of the vinylidene carbon in 21 and 22 fur establishing a general synthetic method to produce meso-functionalized porphodimethenes. This approach was exemplified with the alkylation and the benzoylation of 22 and 21 leading to [{(E4Pr2N4)-N-i)Ni], 28, [Et-4{CH(Me)(PhCO)}(2)N4Ni], 29, and [Et-5{CH(Me)(PhCO)}N4Ni], 30, respectively. Complex 21 displays a bifunctional behavior, as shown by the formation of 30, whereas in the reaction with LiBu, led to [{Et-5(Bu-n)(=CHMe)N-4}NiLi2], 31.

  DOI：

  10.1021/ja000253s
• 作为产物：
  描述：

  15-冠醚-5 、 四氯化锡 在 THF 作用下， 以 not given 为溶剂， 生成 SnCl4*2THF
  参考文献：
  名称：

  Bel'skii, V. K.; Bulychev, B. M.; Strel'tsova, N. R., Doklady Akademii nauk SSSR, 1988, vol. 33, p. 875 - 877

  摘要：

  DOI：
• 作为试剂：
  描述：

  在 亚磷酸三苯酯 、 (acetylacetonato)dicarbonylrhodium (l) 、 一氧化碳 、 氢气 、 SnCl4*2THF 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 25.0~70.0 ℃ 、4.0 MPa 条件下， 反应 50.0h， 以64%的产率得到(1R,2S,4S) 2-methyl-6-methylene-cyclohexane-1,4-diol
  参考文献：
  名称：

  Landomycin糖基转移酶LanGT2的O-和C-糖基化变体的结构表征

  摘要：

  的结构的O形糖基转移酶和LanGT2工程化，C  C键形成的变体LanGT2S8Ac显示更换单个环路的如何可以改变酶的功能。与不可水解的核苷酸糖类似物复合的酶的晶体结构表明存在构象转变，以形成糖苷配基底物的结合位点。通过分子对接实验与各种糖苷配基底物探讨了这种诱导适应转变。

  DOI：

  10.1002/anie.201409792

文献信息

• Oxidative Additions to Ti(IV) in [(dadi)^4–]Ti^IV(THF) Involve Carbon–Carbon Bond Formation and Redox-Noninnocent Behavior
  作者：Spencer P. Heins、Bufan Zhang、Samantha N. MacMillan、Thomas R. Cundari、Peter T. Wolczanski

  DOI：10.1021/acs.organomet.8b00930

  日期：2019.4.8

  yields of trans-C6H4-1,2-(N,2-N(2,6-iPr2-C6H3)-C6H4)2Ti-NHAd}2 (3), a product that features four new C–C bonds to two new carbons. Mechanistic evaluation of its formation led to oxidative addition studies of SnX4 (X = Cl, Br, I) and RX to (dadi)Ti(THF) (1-THF, dadi4–), in which the oxidation occurs at the dadi ligand. Products include (dadi)TiX2 (2-X2, X = Cl, Br, I) and the imine-triamide (R-ita)TiX

  在传送（大地）Ti═NAd（的酰亚胺企图2 ═NAd，大地2-，大地Ñ = [-CH = N（1,2-C 6 H ^ 4）N（2,6-我镨2 -C 6 H 3）} 2 ] n）转化为C 2 H 4导致反式-C 6 H 4- 1,2-（N，2- N（2,6- i Pr 2 -C）6 H 3）-C 6 H 4）2Ti-NHAd} 2（3），一种具有两个新碳原子的四个新C–C键的产品。对其形成机理的机械评估导致对SnX 4（X = Cl，Br，I）和RX氧化成（dadi）Ti（THF）（1 -THF，dadi 4–）的氧化研究，其中氧化发生在dadi配体。产品包括（dadi）TiX 2（2 -X 2，X = Cl，Br，I）和亚胺三酰胺（R-ita）TiX（5 -RX，R = Me，Bn; X = Cl，Br; R -ita = [-CH 2 N（1,2-C 6 H 4）N（2,6- i Pr
• Synthesis and Characterization of Aluminum-Containing Tin(IV) Heterobimetallic Sulfides
  作者：Zhi Yang、Xiaoli Ma、Vojtech Jancik、Zhensheng Zhang、Herbert W. Roesky、Jörg Magull、Mathias Noltemeyer、Hans-Georg Schmidt、Raymundo Cea-Olivares、Rubén A. Toscano

  DOI：10.1021/ic052139m

  日期：2006.4.17

  Three novel aluminum-containing tin(IV) heterobimetallic sulfides are reported. The reaction of [LAl(SLi)2(THF)2]2 (1) [L = HC(CMeNAr)2, Ar = 2,6-iPr2C6H3] with Ph2SnCl2, Me2SnCl2, and SnCl4 in THF respectively afforded LAl(mu-S)2SnPh2 (2), LAl(mu-S)2SnMe2 (3), and LAl(mu-S)2Sn(mu-S)2AlL (4) in moderate yields. Compounds 2, 3, and 4 were characterized by elemental analysis, NMR, electron-impact mass

  报道了三种新型的含铝锡（IV）异双金属硫化物。[LAl（SLi）2（THF）2] 2（1）[L = HC（CMeNAr）2，Ar = 2,6-iPr2C6H3]与Ph2SnCl2，Me2SnCl2和SnCl4在THF中的反应分别得到LAl（mu- S）2SnPh2（2），LA1（mu-S）2SnMe2（3）和LAl（mu-S）2Sn（mu-S）2AlL（4），产率中等。通过元素分析，NMR，电子碰撞质谱和单晶X射线结构分析对化合物2、3和4进行表征。
• Synthesis and Reactivity of a Dilithiated Molybdenum Half-Sandwich Complex
  作者：Holger Braunschweig、Rainer Dörfler、Katrin Gruß、Krzysztof Radacki

  DOI：10.1002/zaac.201000376

  日期：2011.3

  The dimetallated half-sandwich complex Li[(η5-C5H4Li)(CO)3Mo] was prepared by double deprotonation of the corresponding hydride complex [(η5-C5H5)H(CO)3Mo] with tert-butyllithium. The subsequent treatment with Me3SnCl gave access to the bis(stannyl) complex [(η5-C5H4SnMe3)(SnMe3)(CO)3Mo]. Additionally, reactions of this compound with selected chlorostannanes yielded several different bis(chlorostannyl)

  双金属化半夹心配合物 Li[(η5-C5H4Li)(CO)3Mo] 是通过相应的氢化物配合物 [(η5-C5H5)H(CO)3Mo] 与叔丁基锂的双去质子化制备的。随后用 Me3SnCl 处理得到双（甲锡基）络合物 [(η5-C5H4SnMe3)(SnMe3)(CO)3Mo]。此外，该化合物与选定的氯锡烷反应产生了几种不同的双（氯锡烷基）半夹心配合物，这些配合物通过多核 NMR 光谱和 X 射线晶体学进行了充分表征。
• Syntheses, Crystal Structures, and Reactivity of [enH]4[Sn2Se6]·en, [enH]4[Sn2Te6]·en and [enH]4[Sn2S6]: Known Anions within Novel Coordination Spheres obtained by Novel Synthesis Routes
  作者：Stefanie Dehnen、Christian Zimmermann

  DOI：10.1002/1521-3749(200211)628:11<2463::aid-zaac2463>3.0.co;2-y

  日期：2002.11

  The hexachalcogenodistannates K-6[(Sn2Se6)-Se-III] or Li-4[(Sn2Te6)-Te-IV].8en were recently reported to simultaneously act as mild oxidants and chalcogenide sources in reactions with COCl2/LiCp* (Cp* = pentamethylcyclopentadienide) while the Sn-E (E = Se, Te) fragment is not kept in the products, e.g. [(CP*CO)(3)(mu(3)-Se)(2)], [(CP*CO)(3)(mu(3)-Se)(2)][Cl2CO(mu(2)-Cl)(2)Li(thf)(2)] or [(CP*CO)(4)(mu(3)-Te)(4)]. In search of related reagents with possibly different reaction behavior, we isolated and crystallographically characterized isotypic compounds [enH](4)[(Sn2Se6)-Se-IV].en (1), and [enH](4)[(Sn2Te6)-Te-IV].en (2) (en = 1,2-diaminoethane), that result from an uncommon disproportion/re-arrangement reaction: distannate(111) K-6[Sn2E6] (E = Se, Te) was reacted with en.2HCl to yield 1 or 2 under disproportion of Sn-III to Sn-II and Sn-IV Another pathway was necessary to synthesize the respective but solvent-free thiostannate [enH](4)-[(Sn2S6)-S-IV] (3), since the phase "K-6[Sn2S6]" is unknown. This second method started out from SnCl4.2THF and S(SiMe3)(2) in en solution. However, using E(SiMe3)(2) (E = Se, Te) instead of S(SiMe3)2, I and 2 are also obtained this way. 1-3 are the first chalcogenostannates that exhibit exclusively [enH](+) counterions. The compounds were characterized by means of X-ray crystallography and NMR spectroscopy. They seem to be suitable for reactions towards group 8-10 metal complexes. Preliminary experiments indicate that the binary anions 1-3 coordinated by 1-aminoethylammonium ions react more slowly compared to the anionic phases tested until now.
• Porphomethenes and Porphodimethenes Synthesized by the Two- and Four-Electron Oxidation of themeso-Octaethylporphyrinogen
  作者：Jean-Marc Benech、Lucia Bonomo、Euro Solari、Rosario Scopelliti、Carlo Floriani

  DOI：10.1002/(sici)1521-3773(19990712)38:13/14<1957::aid-anie1957>3.0.co;2-1

  日期：1999.7.12

  Stepwise dealkylation of meso-octaethylporphyrinogen 1 yields porphomethene 2 and porphodimethene 3, providing access to large quantities of these valuable intermediates. The synthetic sequence relies on SnCl4⋅2 THF, Li, and H2O; the extent of dealkylation depends on the amount of SnCl4⋅2 THF employed.