Chemistry and Electrochemistry of Phosphonium-functionalized Isocyanide and Derived Carbene and Indole Complexes of Group 6 Transition-metal Carbonyls

DOI: 10.1039/DT9920002827

Source and publish data:

Journal of the Chemical Society, Dalton Transactions p. 2827 - 2836 (1992)

Update date:2022-08-03

Topics:

Authors:

Facchin, Giacomo

Mozzon, Mirto

Michelin, Rino A.

Ribeiro, Maria T. A.

Pombeiro, J. L. Armando

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1039/DT9920002827

A series of complexes, where L is a phosphonium-substituted phenyl isocyanide ligand of the type o-R3PCH2C6H4NC 1), PPh2(CH2Ph)(L²) or PPh3(L³)>, have been prepared by reaction of with the isocyanides in the presence of AgBF4 in acetone and they have been characterized by IR, (1)H and (31)P NMR spectroscopies.The co-ordinated ligands L react in tetrahydrofuran at 0 deg C with Na to give in most cases a mixture of different cyclization products whose structures have been assigned, on the basis of spectroscopic and electrochemical data, as the carbene-type > A, indole-type > B or protonated indole-type species > C.The relative abundance of the final products is strictly related to the nature of the metal and the type of R group in the phosphonium moiety: as a general trend the complexes yield mostly type A derivatives, while those of Cr and Mo give primarily types B and C.A possible mechanism for the formation of these different species is discussed.These complexes, in aprotic media, exhibit upon cyclic voltammetry, a single-electron (reversible or irreversible) anodic wave, the oxidation potential of which has been applied to estimate the ligand parameters P_L and E_L for the isocyanide and derived ligands.According to their net electron-donor ability, the ligands can be ordered as follows: indoles > carbenes > protonated carbenes or protonated indoles > isocyanides.For the ligating metal centrs M(CO)5 (M = Mo or W) the electrochemical parameter β (polarizability) has also been determined.

Full text of DOI:10.1039/DT9920002827

View Article Online / Journal Homepage / Table of Contents for this issue

View Article Online

Products guided by the article

Product name:{Mo(CO)5(CNHC₆H₄C(P(C₆H₅)3))}

Cas No:146596-86-3

R&D Labs maybe for 146596-86-3

Wuhan Konberd Biotech Co., Ltd.

Contact:+86-27-87205925

Address:NO.666, Gaoxin Road, Eastlake High-tech zone
Suzhou Tianma Specialty Chemicals Co.,Ltd

Contact:+86-512-68090577

Address:#199, Huayuan Rd, Mudu, Suzhou, Jiangsu, CHINA
NANCHANG QINZHI SCI&TEC.CO.,LTD(expird)

Contact:+86-13687004106

Address:Hero South Road,Hero Zone,Nanchang,Jiangxi,China
Mollt Biochem Co., Ltd(expird)

Contact:+86-21-38682181

Address:shanghai ,china
wuxi huabin bio-tech Co.,Ltd(expird)

Contact:86-0510-85133006

Address:hubin road NO157

Relevant to this article

Cyclization of 1,6-Heptadienes by α-Hydroxy Radicals

Doi:10.1016/S0040-4039(00)61774-4
(1992)
2-pentane-2,4-dione in the synthesis of functionalized pyridines

Doi:10.1007/BF00707056
()
Synthesis of 1,2-Phenylene-Bridged Diporphyrin Linked with Porphyrin Monomer and Its Intramolecular Singlet-Singlet Excitation Energy Transfer

Doi:10.1246/cl.1993.161
(1993)
Asymmetric synthesis of cis-fused bicyclic pyrrolidines and pyrrolidinones via chiral polycyclic lactams

Doi:10.1021/jo960185l
(1996)
Doi:10.1021/ja01618a036
(1955)
Direct alkylation of 1-azabicyclo[1.1.0]butanes

Doi:10.1021/acs.orglett.9b00321
(2019)

Article Doi