TW294668B - - Google Patents
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- TW294668B TW294668B TW082107466A TW82107466A TW294668B TW 294668 B TW294668 B TW 294668B TW 082107466 A TW082107466 A TW 082107466A TW 82107466 A TW82107466 A TW 82107466A TW 294668 B TW294668 B TW 294668B
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- 238000000034 method Methods 0.000 claims abstract description 14
- 238000002360 preparation method Methods 0.000 claims abstract description 14
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 21
- 239000002904 solvent Substances 0.000 claims description 18
- 229930195733 hydrocarbon Natural products 0.000 claims description 14
- 150000002430 hydrocarbons Chemical class 0.000 claims description 14
- 239000004215 Carbon black (E152) Substances 0.000 claims description 13
- 238000006243 chemical reaction Methods 0.000 claims description 11
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 7
- 239000013078 crystal Substances 0.000 claims description 6
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 3
- 150000001338 aliphatic hydrocarbons Chemical group 0.000 claims description 2
- 239000011261 inert gas Substances 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- -1 hydrogen compound Chemical class 0.000 claims 1
- 150000002483 hydrogen compounds Chemical class 0.000 claims 1
- 238000012986 modification Methods 0.000 claims 1
- JBWKIWSBJXDJDT-UHFFFAOYSA-N triphenylmethyl chloride Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(Cl)C1=CC=CC=C1 JBWKIWSBJXDJDT-UHFFFAOYSA-N 0.000 abstract description 3
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 14
- 125000000538 pentafluorophenyl group Chemical group FC1=C(F)C(F)=C(*)C(F)=C1F 0.000 description 12
- 239000000047 product Substances 0.000 description 7
- 239000011541 reaction mixture Substances 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 239000007787 solid Substances 0.000 description 5
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 4
- JKWMSGQKBLHBQQ-UHFFFAOYSA-N diboron trioxide Chemical compound O=BOB=O JKWMSGQKBLHBQQ-UHFFFAOYSA-N 0.000 description 4
- 239000000706 filtrate Substances 0.000 description 4
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
- PPTSBERGOGHCHC-UHFFFAOYSA-N boron lithium Chemical class [Li].[B] PPTSBERGOGHCHC-UHFFFAOYSA-N 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- RWRIWBAIICGTTQ-UHFFFAOYSA-N difluoromethane Chemical compound FCF RWRIWBAIICGTTQ-UHFFFAOYSA-N 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- XEKTVXADUPBFOA-UHFFFAOYSA-N 1-bromo-2,3,4,5,6-pentafluorobenzene Chemical compound FC1=C(F)C(F)=C(Br)C(F)=C1F XEKTVXADUPBFOA-UHFFFAOYSA-N 0.000 description 1
- TVVNZBSLUREFJN-UHFFFAOYSA-N 2-(4-chlorophenyl)sulfanyl-5-nitrobenzaldehyde Chemical compound O=CC1=CC([N+](=O)[O-])=CC=C1SC1=CC=C(Cl)C=C1 TVVNZBSLUREFJN-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 229910013470 LiC1 Inorganic materials 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- 208000031971 Yin Deficiency Diseases 0.000 description 1
- 239000012300 argon atmosphere Substances 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 238000005580 one pot reaction Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- OHSJPLSEQNCRLW-UHFFFAOYSA-N triphenylmethyl radical Chemical compound C1=CC=CC=C1[C](C=1C=CC=CC=1)C1=CC=CC=C1 OHSJPLSEQNCRLW-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/027—Organoboranes and organoborohydrides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Saccharide Compounds (AREA)
- Compounds Of Alkaline-Earth Elements, Aluminum Or Rare-Earth Metals (AREA)
Description
A6 B6 五、發明説明(1 ) 本發明乃有關於一用作製備Ph3C[B(C6F5)4〕之方法。 化合物〔Et(Ind)2Zr(CH3)rB(C6F5:U-之“正離子” (Ind=^基),爲一用作丙烯異專一性聚合作用中之觸媒。 此觸媒性化合物乃根據下列反應等式而製備:
Et(Ind)2Zr(CH3)2+PH3C[B(C6F5)4] (請先閱讀背面之注意ί項再塡寫本頁) 經濟部標準曷β工消费合作社印« [Et(Ind)2Zr(CH3)ΓB(C6F5)4—+Ph3CCH3 作爲中間產物所需之PH3C〔B(C6F5)4〕及其製法,乃由 J· C. W. Chien, Woei-Μin Tsai及M. D. Rausch在J·Am· Chem. Soc. 113(1991),第8570及8571 頁中述及。在此述 及之方法中,乃將LiB(CeF5)4在氬氣大氣下,以三苯基甲 基氣化物(PhsCCI),在200ml乾燥η-己燒中混合及過夜加 熱回流。黃色之固體乃在二氣甲烷中溶解及將氣化鋰以過 濾法清除。然後產物乃由二氣甲烷/己烷中再結晶,並成 形爲燈色之結晶體。產量據報爲64%。本發明之任務,爲 提供一種用作製備三苯基碳四基(五氟苯基)硼化物之方 法,其可以提高之產量製得此化合物者。此任務乃由本發 明所解決。在本發明中之,製備Ph3C〔B(C6F5;u〕之方法, 乃以PhsCCi來將LiB(C6F5)4轉化,將形成產物提取及將不 溶性LiCl分離掉,以及將產物析得。其特徵爲,將此 C6FS)4,以一碳氫化合物製劑形式採用,而辦法則爲將採 用(LiB(C6F5)4,由其製得至其使用期間不被分離出來者 。在本發明中因而重要者,爲在其製備時以—含溶劑反應 本紙張尺度適用中®國糸標準(CNS〉甲4規格(21〇 X 297公货
82.6. 4〇 ,〇00 丨裝· •lr. 線. 294668
Afi BG 經濟部中央標準局員工消費合作社印絜 五、發明説明(2 ) 混合物形式產生之LiB(C6F5)4,至其以Ph3CCl轉化而被採 用時,並非完全不含溶劑。其完全可能者,爲進行一溶劑 交換,或將該在製備時沉澱得之反應混合物稀釋或濃縮。 此碳氫化合物製劑,優先地含有以一濃度爲20至300g/l之 LiB(CeF5)4,尤其優先者’爲LiB(CeF5)4之製備,優先地 由丁基鋰及五氟溴化苯及硼三氣化物,在一碳氫化合物溶 劑,及其後繼之加工中以Ph3CCl轉化時,係以一種“一鍋 式”反應來進行。此時該BC13可以純形式或作爲溶液,在 一碳氫化合物溶劑中被採用。 此碳氫化合物溶劑,優先地爲一具5至8破原子之脂肪 性碳氫化合物,或此等碳氫化合物之混合物。由於丁基鋰 —般作爲在η-己燒溶液被採用,因此,此碳氫化合物溶劑 會含η-己烷作爲組成部份。尤其優先者,爲將η_戊烷或η_ 己燒’作爲更多之溶劑添加。 會被優先採用者,爲鋰-硼化合物及Ph3cci,以1:(1 士 0.05)之克分子量比例加入。 鋰-硼化合物及PhCCl之間之反應,可以一後繼反應 相芫全化。在此乃將反應混合物,優先地保持至2〇小時長 ,尤其是8至80小時長,於環境溫度或在提高溫度,例如 是介乎30至100 C間(在採用η-戊垸及n-己垸時,例如於約 50C)。此形成之固體含有該產物以&LiC1。優先者乃在 此刻將該溶劑蒸發掉。並補充一適合之溶劑於該產物中, 溶劑乃優先地採用二氣甲烷。將不溶之LiCl濾掉,並後繼 地洗淨,至該濾出殘留無色爲止。將濾出物濃縮,並以少 ------------------------裝一-----訂% <请先閲"背而>/注念麥項再塡寫本頁)
294668
__BG 五、發明説明(3 ) 許碳氫化合物溶劑,優先地以己烷混合。產物乃以一燈色 之晶體形式沉澱出’並將之遽出及乾燥。另一可行及優先 者,爲將此溶劑,例如疋一氣甲燒,大致上或完全地蒸發 掉,將殘留物在一芳香性溶劑,尤其是曱苯中溶解,並任 該溶液流入該碳氫化合物溶劑,優先地在n_己烷中。然後 ,將此沉澱得之晶體濾出及乾燥。 本發明之方法,乃以提高之產量及高純度,將冀望之 產品製得。如此可以高成效,來製備—用作乙烯或丙烯之 聚合作用時,採用之催化劑。 下述之實例應可將本發明更進一步闡釋,而不致將其 範園侷限。 實例 1 : Ph3C〔B(C6F5)4〕之製備 在一個500ml,具溫度計,攪拌器及滴漏斗之三頸瓶 中’置32.1g(〇.13克分子量)的溴五氟化苯s100mwn 一戊 燒之溶液中。將此瓶中容量物,冷卻至。在惰性氣 體下,將79.3ml之一種鋰-η-丁基溶液(0.13克分子量;1. 6Μ於η-己燒中)滴入,至反應混合物之溫度,上升不超過_ 70C。此白色懸浮液然後乃在-78°C,後繼地攪拌20分鐘 。接著,將3.81g(2.82ml;0.0325克分予量)之三氣化硼, 以一針筒加入。在其由冷卻取出後,乃將其在室溫中攪拌 2小時,然後往此反應混合物中添加9.18(〇 〇325克分子量 )氣化三基(PhsCCl)。此時,懸浮液變爲黃色。此反應乃 以一 16小時於5〇〇c之後繼反應相,其中反應混合物沸騰而 %成°將溶劑戊烷與己烷蒸發掉,往黃色固體上添加約 本紙張尺·度適用中國國家標準(CNS)甲4規格(21〇 χ 297公釐 ί-1^'·.-"曲之r‘-i項冉塡寫本頁) 丨裝· *1Τ, 經濟部中央標準局員工消費合作社印絮 81.9.20,000 294668 Λ丨) _ ___ 五、發明説明(4 ) 300ml之二氣曱烷,並將不溶性固體濾掉。濾出物殘留(大 部份爲LiCi)乃後繼洗潔,至其無色爲止。將濾出物濃縮 ,並以少許n-己烷混合。在靜止置放後,形成之橙色結晶 體,乃將其過濾及乾燥。 產量:24.48(理論之81.3%) 元素分析:
Bber. : 1-17%
Bg e f . : 1.24%
Cber. :55.99% -裝.
Cgef. *55.70% 訂. 用作製備Ph3C〔B(C6F5)4〕之改良方法 將實例1重覆。在添加三基氣後,任該反應混合物在 室溫中放置16小時以使反應完成。在將黃色固體以二氣甲 烷提取及以二氣曱烷將過濾殘留物洗淨後,乃將過濾液匯 聚,並將二氣甲烷蒸發掉。留下之殘留物乃在曱苯中溶解 。在添加該在η-己烷之溶液時,橙色結晶體便馬上沉澱出 。將其過濾及乾燥。以此節省能源及時間之方法,可得相 應於實例1之產量。 經濟部中央標準局員工消費合作社印製 本紙張又度適用中阀阀家標半·(CNS)甲4規格(210 X 297公發)
Claims (1)
- I,,,. - f ^ a v s ---___ D8 、--------1--------- 84.12.18 穴'申請專利範圍 ' -- 修正本 卜-種用來製備Ph3C(B(C6F5)4)之方法,其係以ph3CClj^ 化LiB(C6F5)4來製備,在惰性氣體下,將形成之產物 k取,及不落之LiCl分離,以及將產物分離出,其特 徵為將LiB(C6F5)4以一種竣氫化合物製劑之形式製備 及由其製得之時間開始至其以Pbcci之轉化為止,將 LiB(C0F5)4及PhCCl以克分子比例1 : (1±〇.5)使用,並 將碳氫化合物溶劑在將形成之產物提取前蒸發掉。 2 '根據申請專利範圍第1項所述之方法,其特徵為該碳 氫化合物製劑有時是稀釋或濃縮,在製備LiB(C6F5:)4 時沈澱出之反應化合物。 3、 根據申請專利範圍第丨或2項所述之方法,其特徵為該 碳氫化合物製劑含LiB(C6F5)4之濃度為20至300g/l。 4、 根據申請專利範圍第1項所述之方法,其特徵為該碳氫 化合物溶劑為一具5至8碳原子之脂肪性碳氫化合物, 或此等碳·氫化合物之混合物。 經濟部中央標準局負工消費合作社印製 (請先閲讀背面之注意事項再填寫本頁) 5、 根據申請專利範圍第1項所述之方法,其特徵為在分離 該產物時,由溶解於甲苯之溶劑中釋出,將溶液注入 —最好為η—己烷之碳氫化合物溶劑中’並將形成之 產物結晶體分離出。 私紙張尺度適用中
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4235092A DE4235092A1 (de) | 1992-10-17 | 1992-10-17 | Verfahren zur Herstellung von Ph¶3¶C[B(C¶6¶F¶5¶)¶4¶] |
Publications (1)
Publication Number | Publication Date |
---|---|
TW294668B true TW294668B (zh) | 1997-01-01 |
Family
ID=6470735
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
TW082107466A TW294668B (zh) | 1992-10-17 | 1993-09-11 |
Country Status (11)
Country | Link |
---|---|
US (1) | US5399781A (zh) |
EP (1) | EP0594013B1 (zh) |
JP (1) | JPH06211873A (zh) |
KR (1) | KR100287318B1 (zh) |
AT (1) | ATE156133T1 (zh) |
BR (1) | BR9304237A (zh) |
CA (1) | CA2108512C (zh) |
DE (2) | DE4235092A1 (zh) |
ES (1) | ES2106242T3 (zh) |
RU (1) | RU2119489C1 (zh) |
TW (1) | TW294668B (zh) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH09295984A (ja) * | 1996-05-01 | 1997-11-18 | Tosoh Akzo Corp | ペンタフルオロフェニルマグネシウム誘導体を用いるテトラキス(ペンタフルオロフェニル)ボレート誘導体の製造方法 |
EP2324918A3 (en) * | 1996-12-20 | 2013-12-04 | Sumitomo Chemical Company, Limited | Boron compound in the form of fine particles, component of catalyst for olefin polymerization comprising the same and method for producing the same |
US5959151A (en) * | 1998-04-09 | 1999-09-28 | Albemarle Corporation | Process for the purification of pentafluorophenyl boron compounds |
US6162950A (en) * | 1999-12-03 | 2000-12-19 | Albemarle Corporation | Preparation of alkali metal tetrakis(F aryl)borates |
US6169208B1 (en) | 1999-12-03 | 2001-01-02 | Albemarle Corporation | Process for producing a magnesium di[tetrakis(Faryl)borate] and products therefrom |
US6476271B2 (en) | 2000-06-19 | 2002-11-05 | Honeywell International, Inc. | Process for the preparation of ether-free salts of tetrakis(pentafluorophenyl) borate |
US6831200B2 (en) | 2002-10-03 | 2004-12-14 | Albemarle Corporation | Process for producing tetrakis(Faryl)borate salts |
KR101645891B1 (ko) * | 2015-08-18 | 2016-08-04 | 주식회사 에스피씨아이 | 트리(아릴)메틸 테트라키스(불소화아릴)보레이트 화합물의 제조 방법 |
-
1992
- 1992-10-17 DE DE4235092A patent/DE4235092A1/de not_active Withdrawn
-
1993
- 1993-09-11 TW TW082107466A patent/TW294668B/zh active
- 1993-09-27 KR KR1019930019968A patent/KR100287318B1/ko not_active IP Right Cessation
- 1993-10-09 AT AT93116384T patent/ATE156133T1/de not_active IP Right Cessation
- 1993-10-09 EP EP93116384A patent/EP0594013B1/de not_active Expired - Lifetime
- 1993-10-09 ES ES93116384T patent/ES2106242T3/es not_active Expired - Lifetime
- 1993-10-09 DE DE59307005T patent/DE59307005D1/de not_active Expired - Fee Related
- 1993-10-12 US US08/134,613 patent/US5399781A/en not_active Expired - Fee Related
- 1993-10-15 JP JP5258128A patent/JPH06211873A/ja not_active Ceased
- 1993-10-15 CA CA002108512A patent/CA2108512C/en not_active Expired - Fee Related
- 1993-10-15 RU RU93049732A patent/RU2119489C1/ru active
- 1993-10-15 BR BR9304237A patent/BR9304237A/pt not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
ES2106242T3 (es) | 1997-11-01 |
JPH06211873A (ja) | 1994-08-02 |
EP0594013A1 (de) | 1994-04-27 |
BR9304237A (pt) | 1994-05-10 |
KR940009196A (ko) | 1994-05-20 |
DE59307005D1 (de) | 1997-09-04 |
CA2108512A1 (en) | 1994-04-18 |
CA2108512C (en) | 1998-06-16 |
US5399781A (en) | 1995-03-21 |
RU2119489C1 (ru) | 1998-09-27 |
ATE156133T1 (de) | 1997-08-15 |
KR100287318B1 (ko) | 2001-04-16 |
EP0594013B1 (de) | 1997-07-30 |
DE4235092A1 (de) | 1994-04-21 |
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