Y. Nishibayashi, S. Srivastava, H. Takada, S. Fukuzawa, S. Uemura
Asymmetric intramolecular selenocyclisation of alkenoic acids, alkenols and olefinic urethanes using chiral ferrocenylselenenyl cations proceeds smoothly to give the corresponding lactones, cyclic ethers and nitrogen-heterocyclic compounds, respectively, in moderate yields with very high diastereoselectivities.
{"title":"Highly selective asymmetric intramolecular selenocyclisation","authors":"Y. Nishibayashi, S. Srivastava, H. Takada, S. Fukuzawa, S. Uemura","doi":"10.1039/C39950002321","DOIUrl":"https://doi.org/10.1039/C39950002321","url":null,"abstract":"Asymmetric intramolecular selenocyclisation of alkenoic acids, alkenols and olefinic urethanes using chiral ferrocenylselenenyl cations proceeds smoothly to give the corresponding lactones, cyclic ethers and nitrogen-heterocyclic compounds, respectively, in moderate yields with very high diastereoselectivities.","PeriodicalId":17282,"journal":{"name":"Journal of The Chemical Society, Chemical Communications","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"1996-03-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"75713975","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
S. Itoh, Xin Huang, H. Kawakami, M. Komatsu, Y. Ohshiro, S. Fukuzumi
The Ca2+ complexes of PQQ-2, 9-dimethyl ester and its iminoquinone derivative have been synthesised and the reactivity towards alcohols examined; the oxidising ability of the quinone is significantly enhanced by binding Ca2+ and NH3, both of which are essential for quinoprotein methanol dehydrogenase activation.
{"title":"An active site model for calcium(II)-containing quinoproteins","authors":"S. Itoh, Xin Huang, H. Kawakami, M. Komatsu, Y. Ohshiro, S. Fukuzumi","doi":"10.1039/C39950002077","DOIUrl":"https://doi.org/10.1039/C39950002077","url":null,"abstract":"The Ca2+ complexes of PQQ-2, 9-dimethyl ester and its iminoquinone derivative have been synthesised and the reactivity towards alcohols examined; the oxidising ability of the quinone is significantly enhanced by binding Ca2+ and NH3, both of which are essential for quinoprotein methanol dehydrogenase activation.","PeriodicalId":17282,"journal":{"name":"Journal of The Chemical Society, Chemical Communications","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"1996-02-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"86732616","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
T. Hu, J. Curtis, Y. Oshima, M. Quilliam, J. Walter, W. Watson-Wright, Jeffrey L. C. Wright
Two polar lipid-soluble macrocycles 1 and 2, containing a spiro-linked tricyclic ether ring system and an unusual seven-membered spiro-linked cyclic iminium moiety, have been isolated from the digestive glands of mussels (Mytilus edulis) and scallops (Placopecten magellanicus).
{"title":"Spirolides B and D, two novel macrocycles isolated from the digestive glands of shellfish","authors":"T. Hu, J. Curtis, Y. Oshima, M. Quilliam, J. Walter, W. Watson-Wright, Jeffrey L. C. Wright","doi":"10.1039/C39950002159","DOIUrl":"https://doi.org/10.1039/C39950002159","url":null,"abstract":"Two polar lipid-soluble macrocycles 1 and 2, containing a spiro-linked tricyclic ether ring system and an unusual seven-membered spiro-linked cyclic iminium moiety, have been isolated from the digestive glands of mussels (Mytilus edulis) and scallops (Placopecten magellanicus).","PeriodicalId":17282,"journal":{"name":"Journal of The Chemical Society, Chemical Communications","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"1996-02-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"81898939","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
B. Gehrhus, M. Lappert, J. Heinicke, R. Boese, D. Bläser
Two representatives 1a and 1b of a new series of stable but reactive bis(amino)silylenes, derived from the N,N′-dineopentyl-1,2-phenylenediamido ligand RC6H3[(CH2But)]2, have been prepared by reductive elimination from RC6H3[[graphic omitted]SiCl2 and characterised by NMR spectroscopy and for 1a X-ray crystallography; the silyienes [graphic omitted](CH2But)]2C6H3-1,2-R (R = H 1a or 4-Me 1b) readily undergo oxidative addition with EtOH or Mel.
从N,N ' -二烯戊基-1,2-苯基二氨基配体RC6H3[(CH2But)]2中，通过还原消除法制备了两个稳定而活泼的双(氨基)硅烯的代表1a和1b，并用核磁共振波谱和1a x射线晶体学对其进行了表征。硅烯[图略](CH2But)]2C6H3-1,2-R (R = H 1a或4-Me 1b)很容易与乙烷或梅尔氧化加成。
{"title":"Synthesis, structures and reactions of new thermally stable silylenes.","authors":"B. Gehrhus, M. Lappert, J. Heinicke, R. Boese, D. Bläser","doi":"10.1039/C39950001931","DOIUrl":"https://doi.org/10.1039/C39950001931","url":null,"abstract":"Two representatives 1a and 1b of a new series of stable but reactive bis(amino)silylenes, derived from the N,N′-dineopentyl-1,2-phenylenediamido ligand RC6H3[(CH2But)]2, have been prepared by reductive elimination from RC6H3[[graphic omitted]SiCl2 and characterised by NMR spectroscopy and for 1a X-ray crystallography; the silyienes [graphic omitted](CH2But)]2C6H3-1,2-R (R = H 1a or 4-Me 1b) readily undergo oxidative addition with EtOH or Mel.","PeriodicalId":17282,"journal":{"name":"Journal of The Chemical Society, Chemical Communications","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"1996-02-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"80752495","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
I. Bartlett, N. Connelly, Legge, Antonio Martín, Bernhard Metz, A. Orpen
X-Ray structural and EHMO studies show that two electrons are sequentially removed from a W–W δ* orbital on oxidation of the bis(metallacyclopentadiene) complex [W2(µ-C4Me4)2(η-C5H5)2] to [W2(µ-C4Me4)2(η-C5H5)2]z+(z= 1,2); the dication undergoes C–C coupling and proton loss in boiling MeCN to give [W2(µ-C8Me7CH2)(η-C5H5)2]+ which adds hydride ion to form the metallacyclononatetraene complex [W2(µ-C8Me8)(η-C5H5)2].
{"title":"Oxidatively induced carbon chain growth at a ditungsten centre","authors":"I. Bartlett, N. Connelly, Legge, Antonio Martín, Bernhard Metz, A. Orpen","doi":"10.1039/CC9960001877","DOIUrl":"https://doi.org/10.1039/CC9960001877","url":null,"abstract":"X-Ray structural and EHMO studies show that two electrons are sequentially removed from a W–W δ* orbital on oxidation of the bis(metallacyclopentadiene) complex [W2(µ-C4Me4)2(η-C5H5)2] to [W2(µ-C4Me4)2(η-C5H5)2]z+(z= 1,2); the dication undergoes C–C coupling and proton loss in boiling MeCN to give [W2(µ-C8Me7CH2)(η-C5H5)2]+ which adds hydride ion to form the metallacyclononatetraene complex [W2(µ-C8Me8)(η-C5H5)2].","PeriodicalId":17282,"journal":{"name":"Journal of The Chemical Society, Chemical Communications","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"1996-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"90332452","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
N. Connelly, David J. H. Emslie, Bernhard Metz, A. Orpen, M. J. Quayle
One-electron oxidation of the square-planar, 16-electron complex [Rh(CO)(PPh3)(κ2-Tp′)] with [FeCp2][PF6] gives the square-pyramidal RhII complex [Rh(CO)(PPh3)(κ3-Tp′)][PF6] in which the third pyrazolyl group of Tp′ is N-bound in the axial position by a three-electron two-centre bond (Rh–Naxial 0.13 A longer than Rh–Nbasal).
{"title":"Redox-induced κ 2 -κ 3 isomerisation in rhodium hydrotris(3,5-dimethylpyrazolyl)borate chemistry: the stabilisation of square-pyramidal rhodium(II)","authors":"N. Connelly, David J. H. Emslie, Bernhard Metz, A. Orpen, M. J. Quayle","doi":"10.1039/CC9960002289","DOIUrl":"https://doi.org/10.1039/CC9960002289","url":null,"abstract":"One-electron oxidation of the square-planar, 16-electron complex [Rh(CO)(PPh3)(κ2-Tp′)] with [FeCp2][PF6] gives the square-pyramidal RhII complex [Rh(CO)(PPh3)(κ3-Tp′)][PF6] in which the third pyrazolyl group of Tp′ is N-bound in the axial position by a three-electron two-centre bond (Rh–Naxial 0.13 A longer than Rh–Nbasal).","PeriodicalId":17282,"journal":{"name":"Journal of The Chemical Society, Chemical Communications","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"1996-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"88808332","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
K. Booker‐Milburn, J. Cowell, Andrew Sharpe, F. Jiménez
Intermolecular photochemical [2 + 2] cycloaddition of a variety of alken- and alkyn-3-ols with 3,4,5,6-tetrahydrophthalic anhydride (THPA) and the related imide 4 gave the corresponding cyclobutanes and cyclobutenes in high yield, after relatively short irradiation times, with stereoselectivities as high as 10:1 for the cyclobutane examples.
{"title":"Tetrahydrophthalic Anhydride and Imide: Remarkably Efficient Partners in Photochemical [2+2] Cycloaddition Reactions With Alkenols and Alkynols","authors":"K. Booker‐Milburn, J. Cowell, Andrew Sharpe, F. Jiménez","doi":"10.1039/CC9960000249","DOIUrl":"https://doi.org/10.1039/CC9960000249","url":null,"abstract":"Intermolecular photochemical [2 + 2] cycloaddition of a variety of alken- and alkyn-3-ols with 3,4,5,6-tetrahydrophthalic anhydride (THPA) and the related imide 4 gave the corresponding cyclobutanes and cyclobutenes in high yield, after relatively short irradiation times, with stereoselectivities as high as 10:1 for the cyclobutane examples.","PeriodicalId":17282,"journal":{"name":"Journal of The Chemical Society, Chemical Communications","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"1996-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"77205179","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
I. Bartlett, N. Connelly, M. J. Quayle, A. Orpen, J. Rankin
X-Ray structural studies of the two redox-related pairs [Cr(CO)2(η-PhCCPh)(η6-C6HMe5)]0/1+ and [Mo(CO)2(η-PhCPh)(Tp′)]0/1+[Tp′= hydrotris(3,5-dimethyl-pyrazolyl)borate] are consistent with the HOMO of the d6, Cr0 alkyne complex being an antibonding M–alkyne π⊥ orbital.
{"title":"Structure and bonding in redox-active d 4 , d 5 , and d 6 alkyne complexes: metal-alkyne moieties as electron sinks","authors":"I. Bartlett, N. Connelly, M. J. Quayle, A. Orpen, J. Rankin","doi":"10.1039/CC9960002583","DOIUrl":"https://doi.org/10.1039/CC9960002583","url":null,"abstract":"X-Ray structural studies of the two redox-related pairs [Cr(CO)2(η-PhCCPh)(η6-C6HMe5)]0/1+ and [Mo(CO)2(η-PhCPh)(Tp′)]0/1+[Tp′= hydrotris(3,5-dimethyl-pyrazolyl)borate] are consistent with the HOMO of the d6, Cr0 alkyne complex being an antibonding M–alkyne π⊥ orbital.","PeriodicalId":17282,"journal":{"name":"Journal of The Chemical Society, Chemical Communications","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"1996-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"79382762","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Treatment of the cyclopropanone acetals 7 or 11 with three different FeIII species gives the lactone 9 and the ester 13 respectively via an oxidative cyclopropane cleavage followed by a 5-exo radical cyclisation–abstraction sequence.
{"title":"Iron (III) Mediated Oxidative Cyclisations of Cyclopropanone Acetals","authors":"K. Booker‐Milburn, B. Cox, T. Mansley","doi":"10.1039/CC9960002577","DOIUrl":"https://doi.org/10.1039/CC9960002577","url":null,"abstract":"Treatment of the cyclopropanone acetals 7 or 11 with three different FeIII species gives the lactone 9 and the ester 13 respectively via an oxidative cyclopropane cleavage followed by a 5-exo radical cyclisation–abstraction sequence.","PeriodicalId":17282,"journal":{"name":"Journal of The Chemical Society, Chemical Communications","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"1996-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"73725540","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
J. Dilworth, John R. Miller, N. Wheatley, M. J. Baker, J. Sunley
Rhodium(I) carbonyl complexes containing phosphino-thiolate and -thioether ligands are almost four times as active in catalysing the carbonylation of methanol to ethanoic acid as the previously known catalyst, [Rhl2(CO)2]–; the crystal structure of one procatalyst, [Rh(SC6H4PPh2)(CO)]2, is reported.
{"title":"Novel catalysts for the carbonylation of methanol","authors":"J. Dilworth, John R. Miller, N. Wheatley, M. J. Baker, J. Sunley","doi":"10.1039/C39950001579","DOIUrl":"https://doi.org/10.1039/C39950001579","url":null,"abstract":"Rhodium(I) carbonyl complexes containing phosphino-thiolate and -thioether ligands are almost four times as active in catalysing the carbonylation of methanol to ethanoic acid as the previously known catalyst, [Rhl2(CO)2]–; the crystal structure of one procatalyst, [Rh(SC6H4PPh2)(CO)]2, is reported.","PeriodicalId":17282,"journal":{"name":"Journal of The Chemical Society, Chemical Communications","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"1995-12-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"85145739","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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