diphenyltin | 1011-95-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: diphenyltin
• 英文别名: diphenyltin dihydride；diphenylstannane；dihydrodiphenylstannane；Diphenyl-stannan
• CAS: 1011-95-6
• 化学式: C₁₂H₁₂Sn
• 分子量: 274.937
• InChiKey: ZKCZXVODRKOWIY-UHFFFAOYSA-N

物化性质

• 熔点：
  226°C
• 沸点：
  89-93 °C(Press: 0.3 Torr)

计算性质

• 辛醇/水分配系数(LogP)：
  0.81
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 海关编码：
  2931900090

反应信息

• 作为反应物：
  描述：

  diphenyltin 在 [(κ²-P,N)-Ph₂PCH₂CH₂NMe₂]PtMe₂ 作用下， 以 氘代苯 为溶剂， 生成 三苯基氢化锡
  参考文献：
  名称：

  Formation of cyclo- and polystannanes by dehydrogenative stannane coupling catalyzed by platinum(II) complexes

  摘要：

  Reaction of (PhMe2P)(2)PtMe2 or [(kappa(2)-P,N)-Ph2PC2H4NMe2]PtMC2 with an excess of H2SnBu2 or H2SnPh2 resulted in the catalytic formation of cyclo-, oligo- and/or polystannanes. In the reaction of (PhMe2P)(2)PMe2 with H2SnBu2, linear oligomeric species H(SnBu2),H were observed in the initial stage of the reaction, which eventually converted into cyclostannanes. Only polystannanes were observed in the reaction of [(kappa(2)-P,N)-Ph2PC2H4NMe2]PtMe2 with H2SnBu2. The reactions of H2SnPh2 were similar, but more difficult to analyze due to redistribution reactions and the formation of insoluble products. The mechanism of the reactions is clearly different to that previously observed for HSnR3 because metal complexes indicative of oxidative addition/reductive elimination reactions were only observed as minor products. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2004.01.035
• 作为产物：
  描述：

  二苯基二氯化锡 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以82%的产率得到diphenyltin
  参考文献：
  名称：

  交替聚锡锡烷：合成与性质

  摘要：

  在非极性溶剂中和温和的反应条件下，烷基或芳基锡二氢化物和锡二酰胺的无催化剂化学计量缩聚反应产生了交替的聚锡锡烷的第一个实例。

  DOI：

  10.1039/c5cc00568j
• 作为试剂：
  描述：

  4-甲基-3戊烯-2-酮 在 乙醚 、 水 、 diphenyltin 作用下， 生成 4-甲基-3-戊醇
  参考文献：
  名称：

  REDUCTION OF KETONES WITH DIPHENYLTIN DIHYDRIDE. A NEW TYPE OF HYDRIDE REDUCTION

  摘要：

  DOI：

  10.1021/ja01547a083

文献信息

• Novel tin (IV) compounds
  申请人：Rhone-Poulenc Chimie

  公开号：US05051521A1

  公开（公告）日：1991-09-24

  Novel tetracoordinated tin (IV) compounds, well suited as latent catalysts for the preparation of polyurethanes or for the crosslinking of curable diorganopolysiloxanes (upon thermal decomposition thereof into diorganotin dicarboxylates or dialcoholates), have the general formula (1): ##STR1## in which the radicals R, which may be the same or different, are each a linear or branched chain C.sub.1 -C.sub.20 alkyl radical, a mononuclear aryl radical, or an aralkyl or alkaryl radical, the alkyl moieties of which having from 1 to 6 carbon atoms; the radicals R.sub.1 and R.sub.2, which may be the same or different, are each a hydrogen atom, a cyano radical, a C.sub.1 -C.sub.6 alkyl radical, or an alkoxycarbonyl radical, the alkyl moiety of which having from 1 to 6 carbon atoms, with the proviso that R.sub.1 and R.sub.2 may together form a saturated hydrocarbon ring member having from 5 to 8 carbon atoms; the radical R.sub.3 is a hydrogen atom, a linear or branched chain C.sub.1 -C.sub.20 alkyl radical, a linear or branched chain C.sub.1 -C.sub.20 alkoxy radical, a mononuclear aryl radical or a mononuclear aryloxy radical; and a is 0 or 1.

  新型四配位锡（IV）化合物，适用于作为聚氨酯制备的潜在催化剂或用于可固化二有机多硅氧烷的交联（在热分解为二有机锡二羧酸盐或二羟酸盐后），其一般式如下：##STR1## 其中，基团R，可以相同也可以不同，每个都是线性或支链C.sub.1-C.sub.20烷基基团，单核芳基基团，或芳基烷基或烷基基团，其中烷基部分含有1至6个碳原子；基团R.sub.1和R.sub.2，可以相同也可以不同，每个都是氢原子，氰基团，C.sub.1-C.sub.6烷基基团，或烷氧羰基基团，其中烷基部分含有1至6个碳原子，条件是R.sub.1和R.sub.2可以一起形成含有5至8个碳原子的饱和碳氢环成员；基团R.sub.3是氢原子，线性或支链C.sub.1-C.sub.20烷基基团，线性或支链C.sub.1-C.sub.20烷氧基基团，单核芳基或单核芳氧基基团；a为0或1。
• New optically active organotin compounds for heterogeneous bimetallic catalysis
  作者：Christine Lucas、Catherine C. Santini、Martina Prinz、Marie-Anne Cordonnier、Jean-Marie Basset、Marie-Françoise Connil、Bernard Jousseaume

  DOI：10.1016/0022-328x(96)06270-5

  日期：1996.8

  Chiral tin(IV) derivatives with two or three chiral centers adjacent to the metal (−)-Ment2SnMe2, (−)-Ment2SnPh2, (−)-Ment3 SnCl, (−)-Ment3SnH; (−)-Ment  (1R, 2S, 5R)-1-chloro-5-methyl-2-isopropylcyclohexane, R2Sn[CH(Me)(n-Hex)]2 (R  Bu or Ph) have been prepared either by the coupling of methylmagnesium chloride with tin halides or by the reaction of lithium stannates with optically active (2-octyl)tosylate

  具有与金属（-）-Ment 2 SnMe 2，（-）-Ment 2 SnPh 2，（-）-Ment 3 SnCl，（-）-Ment 3 SnH ，金属相邻的两个或三个手性中心的手性锡（IV）衍生物；（-）-（1R，2S，5R）-1-氯-5-甲基-2-异丙基环己烷，R 2 Sn [CH（Me）（n-Hex）] 2（RBu或Ph）已被通过将甲基氯化镁与卤化锡偶合或通过锡酸锂与光学活性（2-辛基）甲苯磺酸酯的反应制备。两种方法的立体特异性都很高，从而导致了新的光学纯有机锡试剂已被充分表征。
• Direct Access to Unsymmetrical Tin Hydrides through (Hydridodiorganostannio)lithiums
  作者：Marie-Françoise Connil、Bernard Jousseaume、Michel Pereyre

  DOI：10.1021/om960444x

  日期：1996.10.15

  temperature. Further reaction with alkyl halides led to functional unsymmetrically substituted alkyldiorganostannanes, R12R2SnH. Tin hydrides with an ω-unsaturated substituent were stable at room temperature. With a 4-pentyl chain, they underwent a specific cyclization process, giving a stannacyclohexane under radical reaction conditions. A tin hydride with a tin−silicon bond could also be prepared.

  diorganostannanes的金属化- [R 1 2 SNH 2由二异丙基氨基锂，得到相应的（hydridodiorganostannio）lithiums，R 1 2 SnHLi，其分别稳定在低的温度。与卤代烷的进一步反应产生功能性不对称取代的烷基二有机锡烷，R 1 2 R 2 SnH。具有ω-不饱和取代基的氢化锡在室温下稳定。它们带有一个4-戊基链，经过特定的环化过程，在自由基反应条件下得到一个锡环己烷。也可以制备具有锡硅键的氢化锡。
• Thermodynamic and Kinetic Studies of H Atom Transfer from HMo(CO)₃(η⁵-C₅H₅) to Mo(N[<i>t-</i>Bu]Ar)₃ and (PhCN)Mo(N[<i>t-</i>Bu]Ar)₃: Direct Insertion of Benzonitrile into the Mo−H Bond of HMo(N[<i>t-</i>Bu]Ar)₃ forming (Ph(H)C═N)Mo(N[<i>t-</i>Bu]Ar)₃
  作者：Manuel Temprado、James Eric McDonough、Arjun Mendiratta、Yi-Chou Tsai、George C. Fortman、Christopher C. Cummins、Elena V. Rybak-Akimova、Carl D. Hoff

  DOI：10.1021/ic800945m

  日期：2008.10.20

  (R = Ph, n-Bu) or HMo(CO)3(Cp) (1-H, Cp = eta(5)-C5H5) with Mo(N[t-Bu]Ar)3 (2, Ar = 3,5-C6H3Me2) produce HMo(N[t-Bu]Ar)3 (2-H). The benzonitrile adduct (PhCN)Mo(N[t-Bu]Ar)3 (2-NCPh) reacts rapidly with H2SnR2 or 1-H to produce the ketimide complex (Ph(H)C=N)Mo(N[t-Bu]Ar)3 (2-NC(H)Ph). The X-ray crystal structures of both 2-H and 2-NC(H)Ph are reported. The enthalpy of reaction of 1-H and 2 in toluene

  合成研究报告表明，H2SnR2（R = Ph，n-Bu）或HMo（CO）3（CP）（1-H，CP = eta（5）-C5H5）与Mo（N [t -Bu] Ar）3（2，Ar = 3,5-C6H3Me2）产生HMo（N [t-Bu] Ar）3（2-H）。苄腈加合物（PhCN）Mo（N [t-Bu] Ar）3（2-NCPh）与H2SnR2或1-H快速反应生成酮亚胺络合物（Ph（H）C = N）Mo（N [t- Bu] Ar）3（2-NC（H）Ph）。报道了2-H和2-NC（H）Ph的X射线晶体结构。1-H和2在甲苯溶液中的反应焓已通过溶液量热法（DeltaH = -13.1 +/- 0.7 kcal mol（-1））进行了测量，并用于估算Mo-H键解离焓（BDE）。 2-H为62 kcal mol（-1）。1-H和2-NCPh在甲苯溶液中的反应焓通过量热法确定为DeltaH = -35.1 +/-
• Preparation and Thermal Reaction of Tetrastannapalladacyclopentane. Sn−Sn Bond Formation and Cleavage
  作者：Makoto Tanabe、Masaya Hanzawa、Kohtaro Osakada

  DOI：10.1021/om100281t

  日期：2010.8.23

  Reaction of H2SnPh2 with [Pd(dmpe)2]n (n = 1 or 2; dmpe = 1,2-bis(dimethylphosphino)ethane) in 4:1 ratio produces a tetrastannapalladacyclopentane, [Pd(SnPh2SnPh2SnPh2SnPh2)(dmpe)] (1), via dehydrogenative Sn−Sn bond formation. Heating of 1 in toluene at 70 °C cleaves the Sn−Sn bonds, which is accompanied by migration of Ph groups, to form a bis(triphenylstannyl)palladium complex, [Pd(SnPh3)2(dmpe)]

  H 2 SnPh 2与[Pd（dmpe）2 ] n（n = 1或2; dmpe = 1,2-双（二甲基膦基）乙烷）以4：1的比例反应生成四锡烷钯金刚烷环戊烷[ Pd（SnPh 2 SnPh 2 SnPh 2 SnPh 2）（dmpe）]（1），通过脱氢的Sn-Sn键形成。在70°C的甲苯中加热1会裂解Sn-Sn键，并伴随Ph基团的迁移，形成双（三苯基锡烷基）钯配合物[Pd（SnPh 3）2（dmpe）]（2）。H 2 SnPh的类似反应2与[钯（PCY 3）2 ]产生一个二钯（I）配合物与桥接diphenylstannyl配体，[的Pd（PCY 3）} 2（μ-η 2 -HSnPh 2）2 ]（3）。