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Synthetic Communications

An International Journal for Rapid Communication of Synthetic Organic Chemistry

Volume 28, 1998 - Issue 7

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Modified Borohydride Agents; Efficient Reduction of Azides with (1,4-Diazabicyclo[2.2.2]octane) (Tetrahydroborato)zinc Complex [Zn(BH₄)₂(dabco)] and Methyltriphenylphosphonium Tetrahydroborate [MePh₃P⁺BH₄⁻]

H. Firouzabadi Department of Chemistry, Shiraz University, Shiraz, 71454, Iran

M. Adibi Department of Chemistry, Shiraz University, Shiraz, 71454, Iran

B. Zeynizadeh Department of Chemistry, Shiraz University, Shiraz, 71454, Iran

Pages 1257-1273 | Received 25 Jun 1997, Published online: 15 Aug 2006

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https://doi.org/10.1080/00397919808005968

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Nida Ali, Muhammad Nawaz Tahir, Saqib Ali, Muhammad Iqbal, Khurram Shahzad Munawar & Sajida Perveen. (2014) Synthesis, characterization, crystal structures, enzyme inhibition, DNA binding, and electrochemical studies of zinc(II) complexes. Journal of Coordination Chemistry 67:7, pages 1290-1308.
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M. Tajbakhsh, M. M. Lakouraj, F. Mohanazadeh & A. Ahmadi-nejhad. (2003) -Methylpyrrolidine-zinc Borohydride: As a New Stable and Efficient Reducing Agent in Organic Synthesis. Synthetic Communications 33:2, pages 229-236.
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D. Amantini, F. Fringuelli, F. Pizza & L. Vaccaro. (2002) SELECTED METHODS FOR THE REDUCTION OF THE AZIDO GROUP. Organic Preparations and Procedures International 34:2, pages 109-147.
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S. Raja Ram, K. Purushothama Chary & D.S. Iyengar. (2000) A Novel and Efficient Production of Amines from Azides Using LiCl/NaBH4 . Synthetic Communications 30:24, pages 4495-4500.
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K. Purushothama Chary, S. Raja Ram, S. Salahuddin & D.S. Iyengar. (2000) A Novel, Chemoselective and Efficient Production of Amines from Azides Using ZrCl4/NaBH4 . Synthetic Communications 30:19, pages 3559-3563.
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Habib Firouzabadi, Bahman Tamami & Ali Reza Kiasat. (2000) EFFICIENT REDUCTION OF ORGANIC COMPOUNDS WITH SULFURATED CALCIUM BOROHYDRIDE [Ca(S3BH2)2], A NEW AND STABLE MODIFIED BOROHYDRIDE REAGENT. Phosphorus, Sulfur, and Silicon and the Related Elements 159:1, pages 99-108.
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Habib Firouzabadi, Mina Adibi & Mahboobeh Ghadami. (1998) MODIFIED BOROHYDRIDE AGENTS, BIS (TRIPHENYLPHOSPHINE) (TETRA-HYDROBORATO)ZINC COMPLEX [Zn(BH4 2(PPh3)2] AND (TRIPHENYLPHOSPHINE) (TETRAHYDROBORATO)ZINC COMPLEX [Zn(BH4)2(PPh3)]. NEW LIGAND METAL BOROHYDRIDES AS STABLE, EFFICIENT, AND VERSATILE REDUCING AGENTS. Phosphorus, Sulfur, and Silicon and the Related Elements 142:1, pages 191-220.
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Nejla Chihaoui, Besma Hamdi & Ridha Zouari. (2017) Structural elucidation, theoretical investigation using DFT calculations, thermal and dielectric analyses of new zinc(II) based inorganic–organic hybrid. Chinese Chemical Letters 28:3, pages 642-650.
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Mina Mohamadi, Davood Setamdideh & Behrooz Khezri. (2013) Regioselective and Chemoselective Reduction of , -Unsaturated Carbonyl Compounds by /Ba as a Reducing System . Organic Chemistry International 2013, pages 1-5.
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Behzad Zeynizadeh & Mehri Kouhkan. (2011) A Rapid and Practical Protocol for Solvent-Free Reduction of Oximes to Amines with NaBH 4 /ZrCl 4 /Al 2 O 3 System . Bulletin of the Korean Chemical Society 32:9, pages 3448-3452.
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Mehri Kouhkan & Behzad Zeynizadeh. (2011) A New and Convenient Method for Reduction of Oximes to Amines with NaBH 3 CN In the Presence of MoCl 5 /NaHSO 4 ·H 2 O System . Bulletin of the Korean Chemical Society 32:9, pages 3323-3326.
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Alper Tolga Çolak, Okan Zafer Yeşilel & Orhan Büyükgüngör. (2010) Synthesis, structural characterisation of zinc(II)-pyridine-2,5-dicarboxylate complexes and self-assembled 1D water cluster in a supramolecular architecture. Polyhedron 29:10, pages 2127-2133.
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Natalia Nepomniaschiy, Valerie Grimminger, Aviv Cohen, Saviana DiGiovanni, Hilal A. Lashuel & Ashraf Brik. (2008) Switch Peptide via Staudinger Reaction. Organic Letters 10:22, pages 5243-5246.
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Stefan Bräse, Carmen Gil, Kerstin Knepper & Viktor Zimmermann. (2005) Organic Azides: An Exploding Diversity of a Unique Class of Compounds. Angewandte Chemie International Edition 44:33, pages 5188-5240.
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Stefan Bräse, Carmen Gil, Kerstin Knepper & Viktor Zimmermann. (2005) Organische Azide – explodierende Vielfalt bei einer einzigartigen Substanzklasse. Angewandte Chemie 117:33, pages 5320-5374.
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Behzad Zeynizadeh & Tarifeh Behyar. (2005) Wet THF as a Suitable Solvent for a Mild and Convenient Reduction of Carbonyl Compounds with NaBH 4 . Bulletin of the Chemical Society of Japan 78:2, pages 307-315.
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Behzad Zeynizadeh & Karam Zahmatkesh. (2005) First Report for the Efficient Reduction of Oximes to Amines with Zinc Borohydride in the form of (Pyridine)(tetrahydroborato)zinc Complex. Journal of the Chinese Chemical Society 52:1, pages 109-112.
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J.L. Chiara. 2005. Comprehensive Organic Functional Group Transformations II. Comprehensive Organic Functional Group Transformations II 709 852 .

Behzad Zeynizadeh & Karam Zahmatkesh. (2013) (Pyridine)(tetrahydroborato)zinc Complex Mediated Acetylation of Amines with Ethyl Acetate. Journal of the Chinese Chemical Society 51:4, pages 801-806.
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M. Tajbakhsh, M.M. Lakouraj, F. Shirini, S. Habibzadeh & A. Nikdoost. (2004) Zirconium borohydride piperazine complex, an efficient, air and thermally stable reducing agent. Tetrahedron Letters 45:16, pages 3295-3299.
Crossref

. (2003) (Pyridine)(tetrahydroborato)zinc Complex, [Zn(BH 4 ) 2 (py)], as a New Stable, Efficient and Chemoselective Reducing Agent for Reduction of Carbonyl Compounds . Bulletin of the Korean Chemical Society 24:4, pages 453-459.
Crossref

Behzad Zeynizadeh & Karam Zahmatkesh. (2013) First and Efficient Method for Reduction of Aliphatic and Aromatic Nitro Compounds with Zinc Borohydride as Pyridine Zinc Tetrahydroborato Complex: A New Stable Ligand‐Metal Borohydride. Journal of the Chinese Chemical Society 50:2, pages 267-271.
Crossref

Behzad Zeynizadeh. (2003) Modified Hydroborate Agent: (2,2′-Bipyridyl)(tetrahydroborato)zinc Complex, [Zn(BH 4 ) 2 (bpy)], as a New, Stable, Efficient Ligand-Metal Hydroborate and Chemoselective Reducing Agent . Bulletin of the Chemical Society of Japan 76:2, pages 317-326.
Crossref

Sergei V. Chapyshev & Matthew S. Platz. (2001) Selective reduction of the azido groups of 2,4,6-triazidopyridines. Mendeleev Communications 11:2, pages 56-57.
Crossref

H. FIROUZABADI, M. ADIBI & B. ZEYNIZADEH. (2010) ChemInform Abstract: Modified Borohydride Agents; Efficient Reduction of Azides with (1,4‐Diazabicyclo[2.2.2]octane)(tetrahydroborato)zinc Complex [Zn(BH 4 ) 2 (dabco)] and Methyltriphenylphosphonium Tetrahydroborate [MePh 3 P + BH ‐ 4 ]. . ChemInform 29:32.
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Modified Borohydride Agents; Efficient Reduction of Azides with (1,4-Diazabicyclo[2.2.2]octane) (Tetrahydroborato)zinc Complex [Zn(BH₄)₂(dabco)] and Methyltriphenylphosphonium Tetrahydroborate [MePh₃P⁺BH₄⁻]

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Modified Borohydride Agents; Efficient Reduction of Azides with (1,4-Diazabicyclo[2.2.2]octane) (Tetrahydroborato)zinc Complex [Zn(BH4)2(dabco)] and Methyltriphenylphosphonium Tetrahydroborate [MePh3P+BH4−]

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Modified Borohydride Agents; Efficient Reduction of Azides with (1,4-Diazabicyclo[2.2.2]octane) (Tetrahydroborato)zinc Complex [Zn(BH₄)₂(dabco)] and Methyltriphenylphosphonium Tetrahydroborate [MePh₃P⁺BH₄⁻]