Schrock catalyst | 205815-80-1

• 物质功能分类: 有机原料 - 有机金属类化合物
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: Schrock catalyst
• 英文别名: [molybdenum(diisopropylphenylimido)(CHC(CH3)2C6H5)(OC6H(CH3)2C(CH3)3)2]；(R)SCHROCK-HOVEYDA CATALYST；[Mo(N-2,6-(i-Pr)2C6H3)(CHCMe2Ph)((S)-(OC6HMe2(t-Bu))2)]；[Mo(CHCMe2Ph)(NC6H3(CH(CH3)2)2)((OC6H(Me)2C(CH3)3)2)]；[Mo(NC6H3(iPr)2)(CHC(Me)2Ph)(OC6H(CH3)2C(CH3)3)2]；(2,6-diisopropylphenylimide){3,3′-di(t-butyl)-5,5′,6,6′-tetramethyl-2,2′-biphenoxy}neophylidenemolybdenum(VI)；(N-2,6-i-Pr2C6H3)(neophylidene)(3,3'-di-tert-butyl-5,5',6,6'-tetramethyl-1,1'-biphenyl-2,2'-diolate)molybdenum；Schrock-Hoveyda catalyst；Mo(N-2,6-i-Pr2C6H3)(CHCMe2Ph)[(-)-t-Bu2Me4Biphen]；Mo(N-2,6-i-Pr2C6H3)(CHCMe2Ph)[(-)-Bu2Me4Biphen]
• CAS: 205815-80-1；329735-77-5；300344-02-9
• 化学式: C₄₆H₆₁MoNO₂
• 分子量: 755.936
• InChiKey: YLWIQLXPHIAIEN-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  13.48
• 重原子数：
  50.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  30.82
• 氢给体数：
  0.0
• 氢受体数：
  3.0

安全信息

• WGK Germany：
  3
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
: 2,6-Diisopropylphenylimido-neophylidene[(S)-(−)-
Product name
BIPHEN]molybdenum(VI)
CAS-No. : 205815-80-1
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008.
Not a hazardous substance or mixture according to EC-directives 67/548/EEC or 1999/45/EC.
Label elements
Caution - substance not yet tested completely.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Synonyms : (S)-Schrock-Hoveyda Catalyst
Formula : C46H61MoNO2
Molecular Weight : 755,92 g/mol

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Section 4. FIRST AID MEASURES
Description of first aid measures
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration.
In case of skin contact
Wash off with soap and plenty of water.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water.
Most important symptoms and effects, both acute and delayed
Indication of any immediate medical attention and special treatment needed
no data available

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Section 5. FIREFIGHTING MEASURES
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx), Molybdenum oxides
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Avoid dust formation. Avoid breathing vapors, mist or gas.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Sweep up and shovel. Keep in suitable, closed containers for disposal.
Reference to other sections
For disposal see section 13.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Provide appropriate exhaust ventilation at places where dust is formed.Normal measures for preventive fire
protection.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Recommended storage temperature: 2 - 8 °C
Air and moisture sensitive. Store under inert gas. Air-, heat-, and moisture-sensitive.
Specific end uses
no data available

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
General industrial hygiene practice.
Personal protective equipment
Eye/face protection
Use equipment for eye protection tested and approved under appropriate government standards
such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Choose body protection in relation to its type, to the concentration and amount of dangerous
substances, and to the specific work-place., The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Respiratory protection is not required. Where protection from nuisance levels of dusts are desired,
use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US) or CEN (EU).

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: solid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Autoignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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Section 10. STABILITY AND REACTIVITY
Reactivity
no data available
Chemical stability
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available

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Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. May cause respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful if absorbed through skin. May cause skin irritation.
Eyes May cause eye irritation.
Additional Information
RTECS: Not available

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Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
no data available
Other adverse effects
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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SECTION 15 - REGULATORY INFORMATION
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

2,6-二异丙基苯基钼作为一种有机金属催化剂，广泛应用于有机合成领域。

反应信息

• 作为反应物：
  描述：

  Schrock catalyst 、 反-3-已烯 以 氘代甲苯 为溶剂， 生成 (N-2,6-(CH(CH3)2)2C6H3)(CH(CH3CH2))(3,3'-di-tert-butyl-5,5',6,6'-tetramethyl-1,1'-biphenyl-2,2'-diolate)molybdenum
  参考文献：
  名称：

  包含3,3'-二烷基-5,5'，6,6'-四甲基-1,1'-联苯-2,2'-二醇盐（烷基= t- Bu，金刚烷基）的钼亚氨基亚烷基亚烷基络合物的合成 对映选择性烯烃复分解反应的催化剂

  摘要：

  分两步制备了两个3,3'-二烷基-5,5'，6,6'-四甲基-1,1'-联苯-2,2'-二醇（其中烷基= t -Bu，金刚烷基），并将其拆分作为薄荷醇磷酸酯衍生物。将每种双酚盐的双钾盐加到各种Mo（N-芳基）（CHR）（OTf）2（DME）络合物中，生成Mo（N-芳基）（CHR）（双酚盐）类型的外消旋和对映纯化合物。syn -Mo（N-2,6- i -Pr 2 C 6 H 3）（CHCMe 2 Ph）[（S）-Biphen]和syn -Mo（N-2-CF 3 C 6）的X射线晶体学研究H 4）（CHCMe 3）[（S）-Biad]（吡啶）证明了双酚盐配体的绝对立体化学。发现新叶叉烯和新戊叉基络合物在溶液中主要具有顺式构象。Mo（N-芳基）（CHR）[Biphen]配合物的[syn] / [anti]平衡常数随芳基酰亚胺配体尺寸的减小而增加，并随着亚烷基取代基的空间体积的减小而减小。通过单参

  DOI：

  10.1021/om000336h
• 作为产物：
  描述：

  (2-methylhex-3-en-2-yl)benzene 、 (N-2,6-(CH(CH3)2)2C6H3)(CH(CH3CH2))(3,3'-di-tert-butyl-5,5',6,6'-tetramethyl-1,1'-biphenyl-2,2'-diolate)molybdenum 以 氘代甲苯 为溶剂， 生成 Schrock catalyst
  参考文献：
  名称：

  包含3,3'-二烷基-5,5'，6,6'-四甲基-1,1'-联苯-2,2'-二醇盐（烷基= t- Bu，金刚烷基）的钼亚氨基亚烷基亚烷基络合物的合成 对映选择性烯烃复分解反应的催化剂

  摘要：

  分两步制备了两个3,3'-二烷基-5,5'，6,6'-四甲基-1,1'-联苯-2,2'-二醇（其中烷基= t -Bu，金刚烷基），并将其拆分作为薄荷醇磷酸酯衍生物。将每种双酚盐的双钾盐加到各种Mo（N-芳基）（CHR）（OTf）2（DME）络合物中，生成Mo（N-芳基）（CHR）（双酚盐）类型的外消旋和对映纯化合物。syn -Mo（N-2,6- i -Pr 2 C 6 H 3）（CHCMe 2 Ph）[（S）-Biphen]和syn -Mo（N-2-CF 3 C 6）的X射线晶体学研究H 4）（CHCMe 3）[（S）-Biad]（吡啶）证明了双酚盐配体的绝对立体化学。发现新叶叉烯和新戊叉基络合物在溶液中主要具有顺式构象。Mo（N-芳基）（CHR）[Biphen]配合物的[syn] / [anti]平衡常数随芳基酰亚胺配体尺寸的减小而增加，并随着亚烷基取代基的空间体积的减小而减小。通过单参

  DOI：

  10.1021/om000336h
• 作为试剂：
  描述：

  2,7-dimethyl-3,6-bis(2-phenylethyl)octa-1,7-diene-3,6-diol 在 Schrock catalyst 作用下， 以 甲苯 为溶剂， 生成 2,3-Dimethyl-1,4-bis(2-phenylethyl)cyclohex-2-ene-1,4-diol
  参考文献：
  名称：

  1,4-二酮转化为对位双取代的苯

  摘要：

  乙炔化物与醛反应形成丁-2-炔-1,4-二醇，然后进行三键还原和羟基氧化，生成1,4-二酮；它们与乙烯基锂反应，所得的二醇进行闭环复分解反应，形成2-环己烯-1,4-二醇。通常通过酸处理进行脱水，然后得到带有1,4关系的取代基的苯。取代的乙烯基锂的使用在最终的苯环上提供了进一步的取代。该方法可以应用于C 5-芳基碳水化合物的合成。

  DOI：

  10.1021/jo101489g

文献信息

• Investigations of Reactions between Chiral Molybdenum Imido Alkylidene Complexes and Ethylene:  Observation of Unsolvated Base-Free Methylene Complexes, Metalacyclobutane and Metalacyclopentane Complexes, and Molybdenum(IV) Olefin Complexes
  作者：W. C. Peter Tsang、Jennifer Y. Jamieson、Sarah L. Aeilts、Kai C. Hultzsch、Richard R. Schrock、Amir H. Hoveyda

  DOI：10.1021/om030636+

  日期：2004.4.1

  molybdacyclobutanes Mo(NR)(*CH2*CH2*CH2)[diolate], olefin complexes Mo(NR)(*CH2CHR)[diolate] (R = H or CMe2Ph), molybdacyclopentane complexes Mo(NR)(*CH2*CH2*CH2*CH2)[diolate], and base-free methylene complexes Mo(NR)(*CH2)[diolate]. We also have crystallographically characterized a molybdenum ethylene complex derived from a biphenolate complex, Mo(N-2,6-Cl2C6H3)(CH2CH2)[rac-Biphen](Et2O).

  在本文中，我们探索了13 CH 2 13 CH 2与亚氨基亚烷基络合物Mo（NAr）（CHCMe 2 Ph）[（S）-Biphen]（3a ; NAr = N-2,6-i-Pr 2 C 6 H 3），Mo（NAr Cl）（CHCMe 3）[（S）-Biphen]（3b ; NAr Cl = N-2,6-Cl 2 C 6 H 3），Mo（NAd）（CHCMe 2 Ph ）[（S）-Biphen]（3c ; NAd = N-1-金刚烷基），Mo（NAr）（CHCMe 2 Ph）[[R）-苯2 Bitet]（3d）和Mo（NAr Cl）（CHCMe 2 Ph）[（R）-苯2 Bitet]（3e）。（有关Biphen和Benz 2 Bitet的描述，请参见文本。）在各种条件下以及对于亚氨基，亚烷基和二醇酯配体的各种组合，我们已经观察到α-取代的钼环环丁烷Mo（NR）（* CH 2 * CH 2 CHCMe
• Molybdenum-Catalyzed Enantioselective Synthesis of Planar-Chiral (η⁵-Phosphacyclopentadienyl)manganese(I) Complexes and Application in Asymmetric Catalysis
  作者：Masamichi Ogasawara、Ya-Yi Tseng、Mizuho Uryu、Naoki Ohya、Ninghui Chang、Hiroto Ishimoto、Sachie Arae、Tamotsu Takahashi、Ken Kamikawa

  DOI：10.1021/acs.organomet.7b00704

  日期：2017.10.23

  Enantioselective desymmetrization of Cs-symmetric (η5-2,5-dialkenylphospholyl)(allyldiphenylphosphine)manganese(I) dicarbonyl complexes 1 was realized by molybdenum-catalyzed asymmetric ring-closing metathesis (ARCM), and the corresponding bridged planar-chiral phosphacymantrene derivatives 2 were obtained in good yields with excellent enantioselectivity. The enantioselectivity of the ARCM reaction

  的对映选择性desymmetrization Ç小号-对称（η 5 -2,5- dialkenylphospholyl）（allyldiphenylphosphine）锰（I）二羰基配合物1是由钼催化不对称闭环复分解（ARCM），以及相应的桥连的平面手性phosphacymantrene实现以良好的产率和优异的对映选择性获得了衍生物2。磷酸结合的烯基的结构强烈影响ARCM反应的对映选择性，在1d的反应中实现了最高99％ee的最高对映选择性，e在2处具有2-甲基丙烯基取代基。 -和η的5-位5-磷脂。通过高度对映体富集的ARCM产品的重结晶获得的单对映体平面手性2d可以用作钯催化的不对称烯丙基烷基化的手性配体，在高达74％ee的条件下显示良好的对映选择性。
• Asymmetric ring-closing metathesis reactions involving achiral and meso substrates
  申请人：Massachusetts Institute of Technology

  公开号：US06346652B1

  公开（公告）日：2002-02-12

  A composition and method for the catalytic conversion of a racemic mixture of dienes to a cyclic olefin by a ring-closing metathesis (RCM) reaction are disclosed. The composition, a transition metal complex with an M═C reaction site, contains a bidentate dialkoxide of at least 80% optical purity. Because the M═C reaction site is of a sufficient shape specificity, conferred in part by the dialkoxide of sufficient rigidity and a M═N—R1 site, reacting the composition with a mixture of two enantiomeric dienes results in an olefin metathesis product that has at least a 50% enantiomeric excess of one enantiomer in the mixture. A method is also provided for reacting a composition with a racemic diene mixture to generate a metathesis product that has an enantiomeric excess of at least 50%. Methods are also provided for catalytic enantioselective desymmetrization. One method involves an olefin metathesis reaction with a molecular substrate having a plane of symmetry to form a product free of a plane of symmetry. Another method provides a desymmetrization reaction to occur in the absence of solvent. A method for producing quaternary carbon centers through a desymmetrization reaction is also described.

  揭示了一种用于催化将二烯的外消旋混合物转化为环烯烃的组合物和方法，通过环闭合茂合反应（RCM）。该组合物是一个过渡金属配合物，具有一个M═C反应位点，含有至少80%光学纯度的双醚基。由于M═C反应位点具有足够的形状特异性，部分由足够刚度的双醚基和M═N—R1位点赋予，将该组合物与两个对映异构的二烯混合物反应会产生至少一个对映异构体的烯烃茂合物产物，其在混合物中具有至少50%的对映异构体过量。还提供了一种方法，用于将组合物与外消旋二烯混合物反应，生成具有至少50%对映异构体过量的茂合物产物。还提供了用于催化对映选择性非对称去对称化的方法。一种方法涉及与具有对称面的分子底物进行烯烃茂合反应，形成无对称面的产物。另一种方法提供了在无溶剂存在的情况下进行去对称化反应的方法。还描述了通过去对称化反应产生季碳中心的方法。
• Asymmetric ring-closing metathesis reactions
  申请人：MASSACHUSETTS INSTITUTE OF TECHNOLOGY

  公开号：EP1443050A3

  公开（公告）日：2004-09-15

  A composition and method for the catalytic conversion of a racemic mixture of dienes to a cyclic olefin by a ring-closing metathesis (RCM) reaction are disclosed. The composition, a transition metal complex with an M=C reaction site, contains a bidentate dialkoxide of at least 80% optical purity. Because the M=C reaction site is of a sufficient shape specificity, conferred in part by the dialkoxide of sufficient rigidity and an M=N-R1 site, reacting the composition with a mixture of two enantiomeric dienes results in an olefin metathesis product that has at least a 50% enantiomeric excess of one enantiomer in the mixture. A method is also provided for reacting a composition with a racemic diene mixture to generate a metathesis product that has an enantiomeric excess of at least 50%.

  揭示了一种用于通过环闭合亚甲基转移（RCM）反应将二烯的外消旋混合物催化转化为环烯烃的组合物和方法。该组合物是一种过渡金属配合物，具有M=C反应位点，含有至少80%光学纯度的双醇醚。由于M=C反应位点具有足够的形状特异性，部分由具有足够刚度的双醇醚和M=N-R1位点赋予，将该组合物与两个对映异构体二烯的混合物反应，会产生至少50%的对映异构体过量的烯烃转化产物。还提供了一种方法，用于将组合物与外消旋二烯混合物反应，生成至少50%对映异构体过量的亚甲基转移产物。
• TRANSITION METAL CARBENE COMPLEX AND METHOD OF PRODUCING THE SAME
  申请人：ZEON CORPORATION

  公开号：US20160152645A1

  公开（公告）日：2016-06-02

  Provided are a transition metal carbene complex represented by the following general formula (1) and a method of producing the same. (In general formula (1), M represents for example a molybdenum atom, R 1 represents for example a C 1 -C- 20 alkyl group optionally having a substituent, L 1 to L 3 each represent a ligand selected for example from a halogen group, R 2 and R 3 each represent for example a hydrogen atom or a C 1 -C 20 alkyl group optionally having a substituent. A represents for example a nitrogen atom, and R 4 to R 7 each represent for example a C 1 -C 20 alkyl group optionally having a substituent.)

  提供了一个由以下通式（1）表示的过渡金属卡宾配合物和其制备方法。（在通式（1）中，M代表例如钼原子，R1代表例如C1-C20烷基，可以选择具有取代基，L1至L3分别代表例如卤素基团的配体，R2和R3分别代表例如氢原子或C1-C20烷基，可以选择具有取代基。A代表例如氮原子，R4至R7分别代表例如C1-C20烷基，可以选择具有取代基。）