Name: palladium n-heterocyclic carbene complexes: synthesis from benzimidazolium salts and catalytic activity in carbon-carbon bond-forming reactions
Uploaded: 2017-07-30T14:00:00
Description: Watch this Scientific Journal Video about Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions at JoVE.com

우리는 약학부 (The University of Sydney), Erciyes University Research Fund 및 TUBITAK (1059B141400496)의 재정 지원을 인정합니다. 우리는 Tim Harland (The University of Sydney)에 비디오 편집에 대해 감사드립니다.

주의 : 많은 휘발성 용매가 아래에 설명 된 프로토콜의 일부로 사용되므로 작동중인 흄 후드에서 모든 실험을 수행하십시오. 사용 전에 적절한 개인 보호 장비를 착용하고 각 시약의 MSDS를 확인하십시오. 여기에 위험한 시약 및 단계에 대한 간략한 정보가 제공됩니다. 1. 벤즈 이미 다 졸리움 염 (화합물 1-4)의 합성 및 정제 <ol><li> 100 mL 쉴 렌크 (Schlenk) 튜브를 똑?...

<ol>
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Chem. 66 (8), 1396-1404 (2013).</li><li>Aktas, A., Akkoc, S., Gok, Y. <a target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed&cmd=Search&doptcmdl=Citation&defaultField=Title+Word&term=Palladium+catalyzed+Mizoroki-Heck+and+Suzuki-Miyaura+reactions+using+naphthalenomethyl-substituted+imidazolidin-2-ylidene+ligands+in+aqueous+media.">Palladium catalyzed Mizoroki-Heck and Suzuki-Miyaura reactions using naphthalenomethyl-substituted imidazolidin-2-ylidene ligands in aqueous media.</a> J. Coord. Chem. 66 (16), 2901-2909 (2013).</li><li>Cetinkaya, B., Alici, B., Ozdemir, I., Bruneau, C., Dixneuf, P. H. <a target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed&cmd=Search&doptcmdl=Citation&defaultField=Title+Word&term=2-imidazoline+and+1,4,5,6-tetrahydropyrimidine-ruthenium(II)+complexes+and+catalytic+synthesis+of+furan.">2-imidazoline and 1,4,5,6-tetrahydropyrimidine-ruthenium(II) complexes and catalytic synthesis of furan.</a> J. Organomet. Chem. 575 (2), 187-192 (1999).</li><li>Chouthaiwale, P. V., Rawat, V., Sudalai, A. <a target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed&cmd=Search&doptcmdl=Citation&defaultField=Title+Word&term=Pd-catalyzed+selective+hydrosilylation+of+aryl+ketones+and+aldehydes.">Pd-catalyzed selective hydrosilylation of aryl ketones and aldehydes.</a> Tetrahedron Lett. 53 (2), 148-150 (2012).</li><li>Herrmann, W. A. <a target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed&cmd=Search&doptcmdl=Citation&defaultField=Title+Word&term=N-heterocyclic+carbenes:+A+new+concept+in+organometallic+catalysis.">N-heterocyclic carbenes: A new concept in organometallic catalysis.</a> Angew. Chem. Int. Ed. 41 (8), 1290-1309 (2002).</li><li>Jensen, T. R., Schaller, C. P., Hillmyer, M. A., Tolman, W. B. <a target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed&cmd=Search&doptcmdl=Citation&defaultField=Title+Word&term=Zinc+N-heterocyclic+carbene+complexes+and+their+polymerization+of+D,L-lactide.">Zinc N-heterocyclic carbene complexes and their polymerization of D,L-lactide.</a> J. Organomet. Chem. 690 (24-25), 5881-5891 (2005).</li><li>Lai, Y. B., Lee, C. S., Lin, W. J., Naziruddin, A. R., Hwang, W. S. <a target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed&cmd=Search&doptcmdl=Citation&defaultField=Title+Word&term=Bis-chelate+N-heterocyclic+tetracarbene+Ru(II)+complexes:+Synthesis,+structure,+and+catalytic+activity+toward+transfer+hydrogenation+of+ketones.">Bis-chelate N-heterocyclic tetracarbene Ru(II) complexes: Synthesis, structure, and catalytic activity toward transfer hydrogenation of ketones.</a> Polyhedron. 53, 243-248 (2013).</li><li>Savka, R. D., Plenio, H. <a target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed&cmd=Search&doptcmdl=Citation&defaultField=Title+Word&term=A+hexahydro-s-indacene+based+NHC+ligand+for+olefin+metathesis+catalysts.">A hexahydro-s-indacene based NHC ligand for olefin metathesis catalysts.</a> J. Organomet. Chem. 710, 68-74 (2012).</li><li>Yigit, M., Yigit, B., Gok, Y. <a target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed&cmd=Search&doptcmdl=Citation&defaultField=Title+Word&term=Synthesis+of+novel+palladium(II)+N-heterocyclic+carbene+complexes+and+their+catalytic+activities+in+the+direct+C5+arylation+reactions.">Synthesis of novel palladium(II) N-heterocyclic carbene complexes and their catalytic activities in the direct C5 arylation reactions.</a> Inorg. Chim. Acta. 453, 23-28 (2016).</li><li>Yasar, S., Sahin, C., Arslan, M., Ozdemir, I. <a target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed&cmd=Search&doptcmdl=Citation&defaultField=Title+Word&term=Synthesis,+characterization+and+the+Suzuki-Miyaura+coupling+reactions+of+N-heterocyclic+carbene-Pd(II)-pyridine+(PEPPSI)+complexes.">Synthesis, characterization and the Suzuki-Miyaura coupling reactions of N-heterocyclic carbene-Pd(II)-pyridine (PEPPSI) complexes.</a> J. Organomet. Chem. 776, 107-112 (2015).</li><li>Ozdemir, I., et al. <a target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed&cmd=Search&doptcmdl=Citation&defaultField=Title+Word&term=N-Heterocyclic+carbenes:+Useful+ligands+for+the+palladium-catalysed+direct+C5+arylation+of+heteroaromatics+with+aryl+bromides+or+electron-deficient+aryl+chlorides.">N-Heterocyclic carbenes: Useful ligands for the palladium-catalysed direct C5 arylation of heteroaromatics with aryl bromides or electron-deficient aryl chlorides.</a> Eur. J. Inorg. Chem. 12 (12), 1798-1805 (2010).</li><li>Clavier, H., Nolan, S. P. <a target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed&cmd=Search&doptcmdl=Citation&defaultField=Title+Word&term=N-heterocyclic+carbene+and+phosphine+ruthenium+indenylidene+precatalysts:+A+comparative+study+in+Olefin+metathesis.">N-heterocyclic carbene and phosphine ruthenium indenylidene precatalysts: A comparative study in Olefin metathesis.</a> Chem. Eur. J. 13 (28), 8029-8036 (2007).</li><li>Johnson, J. S. <a target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed&cmd=Search&doptcmdl=Citation&defaultField=Title+Word&term=Catalyzed+reactions+of+acyl+anion+equivalents.">Catalyzed reactions of acyl anion equivalents.</a> Angew. Chem. Int. Ed. 43 (11), 1326-1328 (2004).</li><li>Marion, N., Diez-Gonzalez, S., Nolan, S. P. <a target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed&cmd=Search&doptcmdl=Citation&defaultField=Title+Word&term=N-heterocyclic+carbenes+as+organocatalysts.">N-heterocyclic carbenes as organocatalysts.</a> Angew. Chem. Int. Ed. 46 (17), 2988-3000 (2007).</li><li>Perry, M. C., Burgess, K. <a target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed&cmd=Search&doptcmdl=Citation&defaultField=Title+Word&term=Chiral+N-heterocyclic+carbene-transition+metal+complexes+in+asymmetric+catalysis.">Chiral N-heterocyclic carbene-transition metal complexes in asymmetric catalysis.</a> Tetrahedron: Asymmetry. 14 (8), 951-961 (2003).</li><li>Zeitler, K. <a target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed&cmd=Search&doptcmdl=Citation&defaultField=Title+Word&term=Extending+mechanistic+routes+in+heterazolium+catalysis-promising+concepts+for+versatile+synthetic+methods.">Extending mechanistic routes in heterazolium catalysis-promising concepts for versatile synthetic methods.</a> Angew. Chem. Int. Ed. 44 (46), 7506-7510 (2005).</li><li>Schwarz, J., et al. <a target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed&cmd=Search&doptcmdl=Citation&defaultField=Title+Word&term=N-Heterocyclic+carbenes,+part+25+-+Polymer-supported+carbene+complexes+of+palladium:+Well-defined,+air-stable,+recyclable+catalysts+for+the+Heck+reaction.">N-Heterocyclic carbenes, part 25 - Polymer-supported carbene complexes of palladium: Well-defined, air-stable, recyclable catalysts for the Heck reaction.</a> Chem. Eur. J. 6 (10), 1773-1780 (2000).</li><li>Akkoc, S., Gok, Y., Ilhan, I. O., Kayser, V. <a target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed&cmd=Search&doptcmdl=Citation&defaultField=Title+Word&term=N-Methylphthalimide-substituted+benzimidazolium+salts+and+PEPPSI+Pd-NHC+complexes:+synthesis,+characterization+and+catalytic+activity+in+carbon-carbon+bond-forming+reactions.">N-Methylphthalimide-substituted benzimidazolium salts and PEPPSI Pd-NHC complexes: synthesis, characterization and catalytic activity in carbon-carbon bond-forming reactions.</a> Beilstein J. Org. Chem. 12, 81-88 (2016).</li><li>Karaca, E. O., et al. <a target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed&cmd=Search&doptcmdl=Citation&defaultField=Title+Word&term=Palladium+complexes+with+tetrahydropyrimidin-2-ylidene+ligands:+Catalytic+activity+for+the+direct+arylation+of+furan,+thiophene,+and+thiazole+derivatives.">Palladium complexes with tetrahydropyrimidin-2-ylidene ligands: Catalytic activity for the direct arylation of furan, thiophene, and thiazole derivatives.</a> Organometallics. 34 (11), 2487-2493 (2015).</li><li>Ozdemir, I., et al. <a target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed&cmd=Search&doptcmdl=Citation&defaultField=Title+Word&term=N-Heterocyclic+carbene-palladium+catalysts+for+the+direct+arylation+of+pyrrole+derivatives+with+aryl+chlorides.">N-Heterocyclic carbene-palladium catalysts for the direct arylation of pyrrole derivatives with aryl chlorides.</a> Beilstein J. Org. Chem. 9, 303-312 (2013).</li><li>Senocak, A., et al. <a target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed&cmd=Search&doptcmdl=Citation&defaultField=Title+Word&term=Synthesis,+crystal+structures,+magnetic+properties+and+Suzuki+and+Heck+coupling+catalytic+activities+of+new+coordination+polymers+containing+tetracyanopalladate(II)+anions.">Synthesis, crystal structures, magnetic properties and Suzuki and Heck coupling catalytic activities of new coordination polymers containing tetracyanopalladate(II) anions.</a> Polyhedron. 49 (1), 50-60 (2013).</li><li>Akkoc, S., Gok, Y. <a target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed&cmd=Search&doptcmdl=Citation&defaultField=Title+Word&term=Dichlorido(3-chloropyridine-N)+1,3-dialkylbenzimidazol-2-ylidene+palladium(II)+complexes:+Synthesis,+characterization+and+catalytic+activity+in+the+arylation+reaction.">Dichlorido(3-chloropyridine-N) 1,3-dialkylbenzimidazol-2-ylidene palladium(II) complexes: Synthesis, characterization and catalytic activity in the arylation reaction.</a> Inorg. Chim. Acta. 429, 34-38 (2015).</li><li>Akkoc, S., Gok, Y. <a target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed&cmd=Search&doptcmdl=Citation&defaultField=Title+Word&term=Catalytic+activities+in+direct+arylation+of+novel+palladium+N-heterocyclic+carbene+complexes.">Catalytic activities in direct arylation of novel palladium N-heterocyclic carbene complexes.</a> Appl. Organomet. Chem. 28 (12), 854-860 (2014).</li><li>Akkoc, S., Gok, Y., Ilhan, I. O., Kayser, V. <a target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed&cmd=Search&doptcmdl=Citation&defaultField=Title+Word&term=In+situ+Generation+of+Efficient+Palladium+N-heterocyclic+Carbene+Catalysts+Using+Benzimidazolium+Salts+for+the+Suzuki-Miyaura+Cross-coupling+Reaction.">In situ Generation of Efficient Palladium N-heterocyclic Carbene Catalysts Using Benzimidazolium Salts for the Suzuki-Miyaura Cross-coupling Reaction.</a> Curr. Org. Synth. 13 (5), 761-766 (2016).</li></ol>

4 개의 벤즈 이미 다 졸리움 염 및이어서 팔라듐 NHC 착물의 합성 및 정제 프로토콜은 젊은 과학자 또는 새로운 필드 과학자들이 그들을 숙달하는 것을 돕기 위해 고의로 상세하게 제시되었다. 이 같은 목표를 염두에두고, 아릴 화 및 스즈키 - 미야 우라 반응에서 4 가지 착물의 촉매 활성을 시험하기위한 프로토콜이 또한 상세히 제시되었다. 또한, 우리는 다른 많은 / 새로운 팔라듐 NHC 복합체의 촉?...

N- 헤테로 사이 클릭 카벤 (NHCs)은 복분해, 푸란 생성, 중합, 하이드로 실릴 화, 수소화, 아릴 화, 스즈키 - 미야 우라 교차 - 커플 링 및 미조 로키 - 헤크 크로스 커플 링과 같은 다양한 중요한 반응을 촉매하는 능력에 대해 많은 관심을 끌어왔다 1 , 2 , 3 , 4 , 5 , 6 , 7 , 8 , 9 , 10 , 11 . NHC는 금속과 결합 될 수있다. 이러한 금속 -NHC 착물은 부차적 인 리간드 및 유기 촉매 12 , 13 , 14 , 15 로서 전이 금속 촉매 반응에 광범위하게 사용되어왔다 . </15 , 16 . 일반적으로, 그것들은 금속 - 탄소 배위 결합 (17)의 높은 해리 에너지의 결과로서 공기, 수분 및 열에 대한 특별하게 안정하다. 여기서, 네 benzimidazolium 염 (화합물 1-4)의 이전에 나타낸 합성 및 정제를위한 프로토콜들은 팔라듐 NHC 복합체 (화합물 5-8 각각은) 18 상세이다. 소금과 복합체는 이전에 다양한 기술을 사용하여 특성화되었습니다 18 . 유사한 화합물이 아릴 화 및 Suzuki-Miyaura 교차 커플 링 반응 9 , 10 , 11의 촉매 작용에 사용되기 때문에 아릴 화 및 Suzuki-Miyaura 반응에서 복합체의 촉매 활성을 시험하기위한 프로토콜은 다음과 같다.lso 상세. 중요한 것은, 복합체의 촉매 활성을 합성, 정제 및 시험하기위한 프로토콜이 새로운 팔라듐 NHC 복합체에 쉽게 적응할 수 있도록 충분히 일반적으로 제시된다는 것이다.

<table border="1" fo:keep-together.within-page="1" fo:keep-with-next.within-page="always">
	<tbody>
		<tr>
			<td>1-chloro-4-nitrobenzene</td>
			<td>Sigma-Aldrich (Interlab A.S., USA)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>2,5-dimethoxyphenylboronic acid</td>
			<td>Sigma-Aldrich (Interlab A.S., USA)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>2-n-butylfuran</td>
			<td>Sigma-Aldrich (Interlab A.S., USA)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>2-n-butylthiophene</td>
			<td>Sigma-Aldrich (Interlab A.S., USA)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>3-chloropyridine</td>
			<td>Merck (Darmstadt, Germany)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>4-bromoacetophenone</td>
			<td>Merck (Darmstadt, Germany)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>4-bromoanisole</td>
			<td>Sigma-Aldrich (Interlab A.S., USA)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>4-chlorotoluene</td>
			<td>Sigma-Aldrich (Interlab A.S., USA)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>4-methoxy-1-chlorobenzene</td>
			<td>Merck (Darmstadt, Germany)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>4-tert-butylphenylboronic acid</td>
			<td>Sigma-Aldrich (Interlab A.S., USA)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>Benzimidazole</td>
			<td>Merck (Darmstadt, Germany)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>Bromobenzene</td>
			<td>Merck (Darmstadt, Germany)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>Celite</td>
			<td>Merck (Darmstadt, Germany)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>Dichloromethane</td>
			<td>Merck (Darmstadt, Germany)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>Diethyl ether</td>
			<td>Sigma-Aldrich (Interlab A.S., USA)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>Ethyl acetate</td>
			<td>Sigma-Aldrich (Interlab A.S., USA)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>Ethyl alcohol</td>
			<td>Merck (Darmstadt, Germany)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>Hexane</td>
			<td>Merck (Darmstadt, Germany)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>Magnesium sulfate</td>
			<td>Scharlau (Barcelona, Spain)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>N,N-dimethylacetamide</td>
			<td>Merck (Darmstadt, Germany)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>N,N-dimethylformamide</td>
			<td>Merck (Darmstadt, Germany)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>Palladium chloride</td>
			<td>Merck (Darmstadt, Germany)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>Phenylboronic acid</td>
			<td>Sigma-Aldrich (Interlab A.S., USA)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>Potassium acetate</td>
			<td>Merck (Darmstadt, Germany)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>Potassium carbonate</td>
			<td>Scharlau (Barcelona, Spain)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>Potassium hydroxide</td>
			<td>Merck (Darmstadt, Germany)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>Silica gel</td>
			<td>Merck (Darmstadt, Germany)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>Sodium tert-butoxide</td>
			<td>Merck (Darmstadt, Germany)</td>
			<td></td>
			<td></td>
		</tr>
		<tr>
			<td>Thianaphthene-2-boronic acid</td>
			<td>Sigma-Aldrich (Interlab A.S., USA)</td>
			<td></td>
			<td></td>
		</tr>
	</tbody>
</table>

palladium n-heterocyclic carbene complexes: synthesis from benzimidazolium salts and catalytic activity in carbon-carbon bond-forming reactions

벤즈 이미 다 졸리움 염으로부터 4 개의 팔라듐 N- 헤테로시 클릭 카르 벤 착물의 합성 및 후속 정제를 위해 상세하고 일반화 된 프로토콜이 제시된다. 아릴 화 및 스즈키 - 미야 우라 교차 - 커플 링 반응에서 이러한 착체의 촉매 활성을 시험하기위한 상세하고 일반화 된 프로토콜이 또한 제시된다. 대표적인 결과는 아릴 화 및 Suzuki-Miyaura 유형 반응에서 4 가지 착물의 촉매 활성에 대해 나타내었다. 조사 된 각 반응에 대해 4 가지 착물 중 적어도 하나가 성공적으로 반응을 촉매 화하여 많은 탄소 - 탄소 결합 형성 반응의 촉매 작용을위한 유망한 후보 물질이 될 수 있었다. 제시된 프로토콜은 새로운 팔라듐 N - 헤테로 사이 클릭 카벤 착물의 합성, 정제 및 촉매 활성 시험에 적용하기에 충분히 일반적이다.

Benzimidazolium 염 (1 - 4) (18) (24) 이전보고 (도 1)을 특징으로하는 정제 된 N -alkylbenzimidazoles 다양한 알킬 할라이드를 사용하여 무수 DMF 합성했다. 그들은 백색 또는 크림색의 고체이고 수율은 62 %에서 97 % 사이였다. 이어서, 18 , 24 전에...

Watch this Scientific Journal Video about Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions at JoVE.com

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions

벤즈 이미 다 졸리움 염으로부터 4 개의 팔라듐 N- 헤테로시 클릭 카르 벤 착물의 합성 및 후속 정제를 위해 상세하고 일반화 된 프로토콜이 제시된다. 착물은 아릴 화 및 스즈키 - 미야 우라 반응에서 촉매 활성에 대해 시험 하였다. 조사 된 각 반응에 대해 4 가지 복합체 중 하나 이상이 반응에 촉매 작용을 성공적으로 수행했습니다.

보장<em&gt; N</em&gt; - 헤테로 사이 클릭 카벤 착물 : 벤즈 이미 다 졸리움 염으로부터의 합성 및 탄소 - 탄소 결합 형성 반응에서의 촉매 활성

Detailed and generalized protocols are presented for the synthesis and subsequent purification of four palladium N-heterocyclic carbene complexes from ...

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Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions

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