Structural Studies of the Low-Valent Titanium “Solution”:  What Goes on in the Pinacol Coupling Reaction?

Yuko Hashimoto; Utako Mizuno; Hideki Matsuoka; Takafumi Miyahara; Masahiro Takakura; Mamoru Yoshimoto; Koichiro Oshima; Kiitiro Utimoto; Seijiro Matsubara

doi:10.1021/ja001843t

Structural Studies of the Low-Valent Titanium “Solution”: What Goes on in the Pinacol Coupling Reaction?

Journal of the American Chemical Society ◽

10.1021/ja001843t ◽

2001 ◽

Vol 123 (7) ◽

pp. 1503-1504 ◽

Cited By ~ 23

Author(s):

Yuko Hashimoto ◽

Utako Mizuno ◽

Hideki Matsuoka ◽

Takafumi Miyahara ◽

Masahiro Takakura ◽

...

Keyword(s):

Coupling Reaction ◽

Structural Studies ◽

Pinacol Coupling ◽

Low Valent

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Structural Studies of the Low-Valent Titanium “Solution”: What Goes on in the Pinacol Coupling Reaction? [J. Am. Chem. Soc.2001,123, 1503−1504].

Journal of the American Chemical Society ◽

10.1021/ja015152o ◽

2001 ◽

Vol 123 (20) ◽

pp. 4869-4869 ◽

Cited By ~ 3

Author(s):

Yuko Hashimoto ◽

Utako Mizuno ◽

Hideki Matsuoka ◽

Takafumi Miyahara ◽

Masahiro Takakura ◽

...

Keyword(s):

Coupling Reaction ◽

Structural Studies ◽

Pinacol Coupling ◽

Low Valent

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Diastereoselective Pinacol Coupling Reaction of Aliphatic and Aromatic Aldehydes Promoted by Low Valent Titanium Iodide in situ Formed by Titanium(IV) Iodide and Copper

Chemistry Letters ◽

10.1246/cl.2000.838 ◽

2000 ◽

Vol 29 (7) ◽

pp. 838-839 ◽

Cited By ~ 15

Author(s):

Teruaki Mukaiyama ◽

Naritoshi Yoshimura ◽

Koji Igarashi

Keyword(s):

Coupling Reaction ◽

Aromatic Aldehydes ◽

Pinacol Coupling ◽

Low Valent

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ChemInform Abstract: Efficient Diastereoselective Pinacol Coupling Reaction of Aliphatic and Aromatic Aldehydes by Using Newly Utilized Low Valent Titanium Bromide and Iodide Species.

ChemInform ◽

10.1002/chin.200132082 ◽

2010 ◽

Vol 32 (32) ◽

pp. no-no

Author(s):

Teruaki Mukaiyama ◽

Naritoshi Yoshimura ◽

Koji Igarashi ◽

Akifumi Kagayama

Keyword(s):

Coupling Reaction ◽

Aromatic Aldehydes ◽

Pinacol Coupling ◽

Low Valent

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Efficient diastereoselective pinacol coupling reaction of aliphatic and aromatic aldehydes by using newly utilized low valent titanium bromide and iodide species

Tetrahedron ◽

10.1016/s0040-4020(01)00074-6 ◽

2001 ◽

Vol 57 (13) ◽

pp. 2499-2506 ◽

Cited By ~ 33

Author(s):

Teruaki Mukaiyama ◽

Naritoshi Yoshimura ◽

Koji Igarashi ◽

Akifumi Kagayama

Keyword(s):

Coupling Reaction ◽

Aromatic Aldehydes ◽

Pinacol Coupling ◽

Low Valent

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ChemInform Abstract: Diastereoselective Pinacol Coupling Reaction of Aliphatic and Aromatic Aldehydes Promoted by Low Valent Titanium Iodide in situ Formed by Titanium(IV) Iodide and Copper.

ChemInform ◽

10.1002/chin.200046060 ◽

2010 ◽

Vol 31 (46) ◽

pp. no-no

Author(s):

Teruaki Mukaiyama ◽

Naritoshi Yoshimura ◽

Koji Igarashi

Keyword(s):

Coupling Reaction ◽

Aromatic Aldehydes ◽

Pinacol Coupling ◽

Low Valent

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Structural studies of low-valent metal-fluorocarbon complexes II. Crystal and molecular structure of bis(triethylphosphine)-(hexakis(trifluoromethyl)benzene)-platinum

Journal of Crystal and Molecular Structure ◽

10.1007/bf01636047 ◽

1974 ◽

Vol 4 (5) ◽

pp. 335-346 ◽

Cited By ~ 17

Author(s):

Jane Browning ◽

B. R. Penfold

Keyword(s):

Molecular Structure ◽

Crystal And Molecular Structure ◽

Structural Studies ◽

Low Valent

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Pinacol Coupling of Aromatic Aldehydes using La-Ticl4in CH3COOEt under Ultrasound Irradiation

E-Journal of Chemistry ◽

10.1155/2006/107491 ◽

2006 ◽

Vol 3 (4) ◽

pp. 230-235

Author(s):

Ji-Tai Li ◽

Xue-Li Sun ◽

Zhi-Ping Lin ◽

Tong-Shuang Li

Keyword(s):

Ethyl Acetate ◽

Titanium Tetrachloride ◽

Aromatic Aldehydes ◽

Ultrasound Irradiation ◽

Titanium Complex ◽

Pinacol Coupling ◽

Low Valent

Titanium tetrachloride can be reduced by lanthanum filings to the corresponding low valent titanium complex, which can induce some aromatic aldehydes to the corresponding pinacols in 28%-97% yields within 10-50 min in ethyl acetate at r.t. under ultrasound irradiation.

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Selective synthetic methods using vanadium-mediated redox reactions

Pure and Applied Chemistry ◽

10.1351/pac200577091539 ◽

2005 ◽

Vol 77 (9) ◽

pp. 1539-1557 ◽

Cited By ~ 25

Author(s):

Toshikazu Hirao

Keyword(s):

Lewis Acids ◽

Redox Reactions ◽

Radical Reaction ◽

Redox System ◽

Synthetic Methods ◽

Pinacol Coupling ◽

Oxidative Transformations ◽

Low Valent

Oxovanadium(V) compounds serve as Lewis acids with oxidation capability and induce one-electron oxidative transformations of organosilicons, organotins, organoaluminums, organoborons, organozincs, and/or their ate complexes. Low-valent vanadium-catalyzed stereoselective reductive transformations, including dehalogenation, pinacol coupling, and the related radical reaction, have been developed by constructing a multicomponent redox system in combination with a coreductant and an additive.

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