JPH01188429A - Production of ruthenium carbonyl complexes - Google Patents
Production of ruthenium carbonyl complexesInfo
- Publication number
- JPH01188429A JPH01188429A JP1201788A JP1201788A JPH01188429A JP H01188429 A JPH01188429 A JP H01188429A JP 1201788 A JP1201788 A JP 1201788A JP 1201788 A JP1201788 A JP 1201788A JP H01188429 A JPH01188429 A JP H01188429A
- Authority
- JP
- Japan
- Prior art keywords
- reaction
- carbon monoxide
- ruthenium
- ligand
- complex
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 8
- NQZFAUXPNWSLBI-UHFFFAOYSA-N carbon monoxide;ruthenium Chemical group [Ru].[Ru].[Ru].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-] NQZFAUXPNWSLBI-UHFFFAOYSA-N 0.000 title claims description 3
- 238000006243 chemical reaction Methods 0.000 claims abstract description 23
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229910002091 carbon monoxide Inorganic materials 0.000 claims abstract description 9
- XWURZHGKODQZMK-UHFFFAOYSA-N O.[Ru]=O Chemical compound O.[Ru]=O XWURZHGKODQZMK-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000002994 raw material Substances 0.000 claims description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract description 12
- WOCIAKWEIIZHES-UHFFFAOYSA-N ruthenium(iv) oxide Chemical compound O=[Ru]=O WOCIAKWEIIZHES-UHFFFAOYSA-N 0.000 abstract description 8
- 238000000034 method Methods 0.000 abstract description 7
- 239000003054 catalyst Substances 0.000 abstract description 6
- 239000003446 ligand Substances 0.000 abstract description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract description 6
- 229910052736 halogen Inorganic materials 0.000 abstract description 3
- 150000002367 halogens Chemical class 0.000 abstract description 3
- 239000007858 starting material Substances 0.000 abstract description 3
- 239000006227 byproduct Substances 0.000 abstract description 2
- 239000007809 chemical reaction catalyst Substances 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 5
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 5
- 229910052707 ruthenium Inorganic materials 0.000 description 5
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 229910002090 carbon oxide Inorganic materials 0.000 description 3
- 235000019253 formic acid Nutrition 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000012327 Ruthenium complex Substances 0.000 description 2
- 229960000583 acetic acid Drugs 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- YWWDBCBWQNCYNR-UHFFFAOYSA-N trimethylphosphine Chemical compound CP(C)C YWWDBCBWQNCYNR-UHFFFAOYSA-N 0.000 description 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 125000005595 acetylacetonate group Chemical group 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000003760 magnetic stirring Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- -1 ruthenium carbonyl carboxylate Chemical class 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- RXJKFRMDXUJTEX-UHFFFAOYSA-N triethylphosphine Chemical compound CCP(CC)CC RXJKFRMDXUJTEX-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01G—COMPOUNDS CONTAINING METALS NOT COVERED BY SUBCLASSES C01D OR C01F
- C01G55/00—Compounds of ruthenium, rhodium, palladium, osmium, iridium, or platinum
- C01G55/007—Compounds containing at least one carbonyl group
- C01G55/008—Carbonyls
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Catalysts (AREA)
- Inorganic Compounds Of Heavy Metals (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
この発明はルテニウムカルボニル錯体類の製造方法に関
する。DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] This invention relates to a method for producing ruthenium carbonyl complexes.
ルテニウムカルゲニル錯体の製造法は、従来、出発原料
により、 １） Ｉｎｏｒｇ、 ５ｙｎｔｈ、 ｖｏｌ
、 Ｘｍ ６２にある様なＲｕ（ｍｅａｃ）３から、Ｒ
ｕ （ＣＯ）ｓを製造する方法（ｌ１ｅｌｅ＝アセチル
アセトナト） ％２） Ｂｒ１ｔｉｓｈＰａｔ、 １１
６０７６５ 、１９６９にある様な、ＲｕＣ１ｓを原料
として、Ｒｕ ｓ （ｃｏ ） １２を製造する方法、
さらには、ルテニウム力ルゲニル錯体を原料として、他
のカルボニル錯体を合成する方法、たとえば、 ３）
Ｊ。Conventionally, the method for producing a ruthenium cargenyl complex is based on starting materials. 1) Inorg, 5ynth, vol.
, from Ru(meac)3 as in Xm 62, R
Method for producing u (CO)s (l1ele=acetylacetonato) %2) Br1tishPat, 11
60765, 1969, a method for producing Rus (co) 12 using RuC1s as a raw material,
Furthermore, methods for synthesizing other carbonyl complexes using the ruthenium complex as a raw material, for example, 3)
J.
Ｃｈｅｍ、 Ｓｏｃ、 Ａ、 （１９６９） ２７６１
にある様な、Ｒｕ ｓ （ｃｏ ） １２を原料として
、ルテニウムカルボニルカルボキシレート錯体を製造す
る方法等、様々な方法が知られている。Chem, Soc, A. (1969) 2761
Various methods are known, such as a method for producing a ruthenium carbonyl carboxylate complex using Ru s (co) 12 as a raw material.
しかし、従来の方法は反応条件が苛酷で、収率にも問題
があった。例えば、１）では１８０℃。However, conventional methods require harsh reaction conditions and have problems in yield. For example, in 1) it is 180℃.
２００気圧以上の高温高圧の反応条件下で、収率約５０
％程度である。２）では１６０℃、１６０気圧以上の条
件下での反応で、ｎｕｓ （ｃｏ） １□を結晶化させ
るのに困難さを伴う。３）では１） 、 ２） で合
成されるＲｕｓ （Ｃｏ） 、２を出発原料とするため
に、製造工程が繁雑となる。Under high temperature and high pressure reaction conditions of 200 atmospheres or more, the yield is approximately 50
It is about %. In 2), it is difficult to crystallize nus (co) 1□ in a reaction under conditions of 160° C. and 160 atm or higher. In 3), the manufacturing process becomes complicated because Rus (Co) 2 synthesized in 1) and 2) is used as a starting material.
本発明は、工業的に入手容易なＲｕＯ２・ｎＨ２Ｏで示
される酸化ルテニウム水和物を原料として、温和な条件
下でしかも高収率でルテニウムカルメニル錯体を製造す
ることを特徴とするものである。The present invention is characterized by producing a ruthenium carmenyl complex under mild conditions and in high yield using industrially easily available ruthenium oxide hydrate represented by RuO2.nH2O as a raw material. .
本発明の原料である酸化ルテニウム水和物はＲｕＯ２・
ｎＨ２Ｏで示される。また反応は一酸化炭素雰囲気下で
行なうものであるが、用いる一酸化炭素は、純粋であっ
てもよく、水素、窒素、アルゴン、ヘリウム、二酸化炭
素、炭化水素、等を含むものであってもよい。Ruthenium oxide hydrate, which is the raw material of the present invention, is RuO2.
Indicated by nH2O. Furthermore, although the reaction is carried out in a carbon monoxide atmosphere, the carbon monoxide used may be pure or may contain hydrogen, nitrogen, argon, helium, carbon dioxide, hydrocarbons, etc. good.
一酸化炭素以外に特に配位子となシ得る物を加えずに反
応を行なえば、 Ｒｕ３（Ｃｏ）１２等の一酸化炭素の
みが配位した錯体が得られるが、反応の際にルテニウム
に配位可能な化合物を共存させておけば、相当する化合
物の配位した錯体を得ることもできる。If the reaction is carried out without adding anything that can be used as a ligand other than carbon monoxide, a complex in which only carbon monoxide is coordinated, such as Ru3(Co)12, can be obtained. If a compound capable of coordination is allowed to coexist, a complex in which the corresponding compound is coordinated can also be obtained.
そのような化合物としては、蟻酸、酢酸、プロピオン酸
、等のカルゲン酸類、アンモニア、メチルアミン、ジメ
チルアミン、エチレンジアミン、等のアミン類、ピリジ
ン、アルキルピリジン、等のピリジン類、トリフェニル
ホスフィン、トリメチルホスフィン、トリエチルホスフ
ィン、等のホスフィン類、などがあげられる。Such compounds include calgenic acids such as formic acid, acetic acid, and propionic acid, ammonia, amines such as methylamine, dimethylamine, and ethylenediamine, pyridines such as pyridine and alkylpyridine, triphenylphosphine, and trimethylphosphine. , triethylphosphine, and other phosphines.
反応に用いる溶媒としては、生成するルテニウム錯体に
対して不活性であれば特に制限なく用いることができる
。具体的には、ヘキサン、ヘプタン、オクタン、等の炭
化水素類、ベンゼン、トルエン、アニリン等の芳香族化
合物類、メタノール。The solvent used in the reaction can be used without particular limitation as long as it is inert to the ruthenium complex to be produced. Specifically, hydrocarbons such as hexane, heptane, and octane, aromatic compounds such as benzene, toluene, and aniline, and methanol.
エタノール、等のアルコール類、アセトン、メチルエチ
ルケトン、等のケトン類、水、などがあげられる。また
、配位子となる化合物を共存させて反応を行なう場合、
その化合物を溶媒として用いることもできる。反応温度
は、室温〜２５０℃、好ましくは１２０〜２００℃で行
なうのがよい。Examples include alcohols such as ethanol, ketones such as acetone and methyl ethyl ketone, and water. In addition, when the reaction is carried out in the coexistence of a compound serving as a ligand,
The compounds can also be used as solvents. The reaction temperature is preferably room temperature to 250°C, preferably 120 to 200°C.
反応圧力は１通常、常圧〜２００ ｋｇ／ω２で行なう
が、この反応は、比較的低圧でも進行するため、−酸化
炭素の供給下で、常圧で反応を行なうこと゛ができる。The reaction pressure is usually from normal pressure to 200 kg/ω2, but since this reaction proceeds even at relatively low pressure, it is possible to carry out the reaction at normal pressure while supplying -carbon oxide.
次に本発明の実施例について説明する。なお、各実施例
で得られたカルゲニル化合物は、生成物のＩＲスペクト
ルを測定することにより同定した。Next, examples of the present invention will be described. In addition, the cargenyl compound obtained in each Example was identified by measuring the IR spectrum of the product.
実施例１
内容積２００ｄの電磁攪拌式オートクレーブに、ＲｕＯ
２・ｎＨ２Ｏ（酸化ルテニウム水和物）、（日本エング
ルハルト社製、ルテニウム含有率４７％）１、０ ＯＮ
、トルエン５０ｄを入れ、系内を一酸化炭素で置換した
後、−酸化炭素を２０ ｋｇ／ａｎ２となる様に圧入し
た。これを、攪拌しながら１６０℃で２．０時間反応さ
せた。反応終了後、室温まで冷却して、排気後１反応溶
液を濾過して、Ｒｕ、（ＣＯ）１□の結晶０．７６．９
を得た。Ｒｕ３ （Ｃｏ） １２の収率は、Ｒｕ基準で
８０％であった。Example 1 RuO was placed in a magnetic stirring autoclave with an internal volume of 200 d.
2.nH2O (ruthenium oxide hydrate), (manufactured by Englehard Japan, ruthenium content 47%) 1,0 ON
After adding 50 d of toluene and replacing the inside of the system with carbon monoxide, -carbon oxide was injected at a rate of 20 kg/an2. This was reacted at 160° C. for 2.0 hours while stirring. After the reaction was completed, it was cooled to room temperature, evacuated, and the reaction solution was filtered to obtain 0.76.9 crystals of Ru, (CO) 1□.
I got it. The yield of Ru3(Co)12 was 80% based on Ru.
実施例２
実施例１と同様の装置に、ＲｕＯ２・ｎＨ２Ｏ１，ＯＯ
１１゜８８％蟻酸５０ゴを入れ、系内を一酸化炭素で置
換した後、−酸化炭素を３ ｋｇｌｏｎ”となる様に圧
入した。これを、攪拌しながら１４５℃で１．０時間反
応させた。反応終了後、室温まで冷却して、排気後、反
応溶液をロータリーエパポレーターテ濃縮乾固した。こ
れをメタノール１００ｍに溶解シ、不溶物を濾過した後
、ロータリーエバーレータ−で２０１Ｒ１程度まで濃縮
し、トルエン２００ ａｔを加え、さらに濃縮すると、
（Ｒｕ２（ｃｏ）４（）Ｉｃｏｏ） ２） ｎがオレン
ジ色の粉末として見られた。収量０．９０ｇ。Example 2 In the same apparatus as in Example 1, RuO2・nH2O1,OO
After adding 50 g of 11°88% formic acid and replacing the inside of the system with carbon monoxide, -carbon oxide was injected to a total amount of 3 kg. This was reacted at 145°C for 1.0 hour with stirring. After the reaction was completed, the reaction solution was cooled to room temperature, evacuated, and concentrated to dryness using a rotary evaporator.This was dissolved in 100 m of methanol, and after filtering the insoluble matter, it was evaporated to about 201 R1 using a rotary evaporator. Add 200 at of toluene and further concentrate.
(Ru2(co)4()Icoo)2)n was seen as an orange powder. Yield: 0.90g.
収率９６％であった。The yield was 96%.
実施例３
８８％蟻酸を氷酢酸に変えた以外は、実施例２と同様の
装置を用い、同様の操作を行なった。その結果、〔Ｒｕ
２（ＣＯ）４（ＣＨ３ＣＯＯ）２〕。がオレンジ色の粉
末として得られた。収ｊｔＯ，９７，９、収率９７％で
あった。Example 3 The same apparatus as in Example 2 was used and the same operation was performed, except that 88% formic acid was replaced with glacial acetic acid. As a result, [Ru
2(CO)4(CH3COO)2]. was obtained as an orange powder. The yield was 97.9, 97%.
以上の実施例から明らかなように本発明方法によれば、
ルテニウムカルゲニル錯体を、比較的低圧下の反応で、
高い収率で得ることができる。また、ルテニウムカルゲ
ニル錯体の用途としては、各種反応の触媒があるが、そ
のような触媒の調製方法として、反応系中で発生させる
方法がある。As is clear from the above examples, according to the method of the present invention,
A ruthenium cargenyl complex is produced by a reaction under relatively low pressure.
It can be obtained in high yield. Ruthenium cargenyl complexes are used as catalysts for various reactions, and one method for preparing such catalysts is to generate them in a reaction system.
その際、本発明方法により調製を行なえば、原料となる
酸化ルテニウム水和物にはハロゲノ、配位子等が含まれ
ないため、触媒調製時、ハロゲノ、配位子由来の副生物
による反応系の汚染がおこらないという利点がある。す
なわち、本発明方法忙よれば、ルテニウム力ルゲニル錯
体を触媒として使用する反応において、酸化ルテニウム
水和物を、ルテニウム力ルメニル錯体触媒の前駆体とし
て使用することが可能となる。At that time, if the ruthenium oxide hydrate used as a raw material is prepared by the method of the present invention, it does not contain halogens, ligands, etc., so when preparing the catalyst, the reaction system is caused by byproducts derived from halogenos and ligands. It has the advantage of not causing any contamination. That is, according to the method of the present invention, it becomes possible to use ruthenium oxide hydrate as a precursor of a ruthenium-rumenyl complex catalyst in a reaction using a ruthenium-rumenyl complex as a catalyst.
Claims (1)
下で反応を行なうことを特徴とするルテニウムカルボニ
ル錯体類の製造方法。1. A method for producing ruthenium carbonyl complexes, which comprises performing a reaction in a carbon monoxide atmosphere using ruthenium oxide hydrate as a raw material.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1201788A JPH0623056B2 (en) | 1988-01-22 | 1988-01-22 | Method for producing ruthenium carbonyl complexes |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1201788A JPH0623056B2 (en) | 1988-01-22 | 1988-01-22 | Method for producing ruthenium carbonyl complexes |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH01188429A true JPH01188429A (en) | 1989-07-27 |
| JPH0623056B2 JPH0623056B2 (en) | 1994-03-30 |
Family
ID=11793830
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1201788A Expired - Lifetime JPH0623056B2 (en) | 1988-01-22 | 1988-01-22 | Method for producing ruthenium carbonyl complexes |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0623056B2 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5531120B1 (en) * | 2013-01-21 | 2014-06-25 | 田中貴金属工業株式会社 | Method for producing dodecacarbonyltriruthenium |
| JP2015502329A (en) * | 2011-10-06 | 2015-01-22 | フイルメニツヒ ソシエテ アノニムＦｉｒｍｅｎｉｃｈ Ｓａ | Selective hydrogenation of aldehydes with RU / bidentate ligand complexes |
-
1988
- 1988-01-22 JP JP1201788A patent/JPH0623056B2/en not_active Expired - Lifetime
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2015502329A (en) * | 2011-10-06 | 2015-01-22 | フイルメニツヒ ソシエテ アノニムＦｉｒｍｅｎｉｃｈ Ｓａ | Selective hydrogenation of aldehydes with RU / bidentate ligand complexes |
| JP5531120B1 (en) * | 2013-01-21 | 2014-06-25 | 田中貴金属工業株式会社 | Method for producing dodecacarbonyltriruthenium |
| WO2014112613A1 (en) * | 2013-01-21 | 2014-07-24 | 田中貴金属工業株式会社 | Production method for dodecacarbonyl triruthenium |
| JP2014139111A (en) * | 2013-01-21 | 2014-07-31 | Tanaka Kikinzoku Kogyo Kk | Method for manufacturing dodecacarbonyl triruthenium |
| US9266916B2 (en) | 2013-01-21 | 2016-02-23 | Tanaka Kikinzoku Kogyo K.K. | Production method for dodecacarbonyl triruthenium |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0623056B2 (en) | 1994-03-30 |
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