A new method for the synthesis of iron azadiene and diene complexes. Reaction of (η2-RCHCHCOR′)Fe(CO)4 with aniline and ylide

M. F. Semmelhack; C. H. Cheng

doi:10.1016/0022-328X(90)80203-C

A new method for the synthesis of iron azadiene and diene complexes. Reaction of (η²-RCHCHCOR′)Fe(CO)₄ with aniline and ylide

M. F. Semmelhack
, C. H. Cheng

Chemistry

Research output: Contribution to journal › Article › peer-review

21 Scopus citations

Abstract

The reactions of (η²-RCHCHCOR′)Fe(CO)₄ (R = Ph, R′ = H; R = H, R′ = H and R = H, R′ = CH₃) with aniline or its derivative afforded η⁴-azadiene complexes 1, 2 and 3 in various yields. The azadiene ligands in 2 and 3 are too reactive to isolate at ambient temperature, but 2 and 3 are stable up to ca 110 ° C. Treatment of (η²-CH₂CHCHO)Fe(CO)₄ with Ph₃PCHCOOMe gave a η²-diene complex 4 which was converted to (η⁴-CH₂CHCHCHCOOMe)Fe(CO)₃ on heating, or reacting with (CH₃)₃NO.

Original language	English (US)
Pages (from-to)	237-241
Number of pages	5
Journal	Journal of Organometallic Chemistry
Volume	393
Issue number	2
DOIs	https://doi.org/10.1016/0022-328X(90)80203-C
State	Published - Aug 28 1990

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
Materials Chemistry

Access to Document

10.1016/0022-328X(90)80203-C

Cite this

@article{d9e1b006e4ab4e71a4bbc9ebc5dffc22,

title = "A new method for the synthesis of iron azadiene and diene complexes. Reaction of (η2-RCHCHCOR′)Fe(CO)4 with aniline and ylide",

abstract = "The reactions of (η2-RCHCHCOR′)Fe(CO)4 (R = Ph, R′ = H; R = H, R′ = H and R = H, R′ = CH3) with aniline or its derivative afforded η4-azadiene complexes 1, 2 and 3 in various yields. The azadiene ligands in 2 and 3 are too reactive to isolate at ambient temperature, but 2 and 3 are stable up to ca 110 ° C. Treatment of (η2-CH2CHCHO)Fe(CO)4 with Ph3PCHCOOMe gave a η2-diene complex 4 which was converted to (η4-CH2CHCHCHCOOMe)Fe(CO)3 on heating, or reacting with (CH3)3NO.",

author = "Semmelhack, \{M. F.\} and Cheng, \{C. H.\}",

note = "Funding Information: Support from the National Science Foundation (CHE 85-07633) is acknowledged. All experiments were performed at Chemistry Department, Princeton Uni- versity, New Jersey, U.S.A. C.H. Cheng thanks the National Science Council of the Republic of China for financial support during his stay in Princeton.",

year = "1990",

month = aug,

day = "28",

doi = "10.1016/0022-328X(90)80203-C",

language = "English (US)",

volume = "393",

pages = "237--241",

journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

publisher = "Elsevier B.V.",

number = "2",

}

TY - JOUR

T1 - A new method for the synthesis of iron azadiene and diene complexes. Reaction of (η2-RCHCHCOR′)Fe(CO)4 with aniline and ylide

AU - Semmelhack, M. F.

AU - Cheng, C. H.

N1 - Funding Information: Support from the National Science Foundation (CHE 85-07633) is acknowledged. All experiments were performed at Chemistry Department, Princeton Uni- versity, New Jersey, U.S.A. C.H. Cheng thanks the National Science Council of the Republic of China for financial support during his stay in Princeton.

PY - 1990/8/28

Y1 - 1990/8/28

N2 - The reactions of (η2-RCHCHCOR′)Fe(CO)4 (R = Ph, R′ = H; R = H, R′ = H and R = H, R′ = CH3) with aniline or its derivative afforded η4-azadiene complexes 1, 2 and 3 in various yields. The azadiene ligands in 2 and 3 are too reactive to isolate at ambient temperature, but 2 and 3 are stable up to ca 110 ° C. Treatment of (η2-CH2CHCHO)Fe(CO)4 with Ph3PCHCOOMe gave a η2-diene complex 4 which was converted to (η4-CH2CHCHCHCOOMe)Fe(CO)3 on heating, or reacting with (CH3)3NO.

AB - The reactions of (η2-RCHCHCOR′)Fe(CO)4 (R = Ph, R′ = H; R = H, R′ = H and R = H, R′ = CH3) with aniline or its derivative afforded η4-azadiene complexes 1, 2 and 3 in various yields. The azadiene ligands in 2 and 3 are too reactive to isolate at ambient temperature, but 2 and 3 are stable up to ca 110 ° C. Treatment of (η2-CH2CHCHO)Fe(CO)4 with Ph3PCHCOOMe gave a η2-diene complex 4 which was converted to (η4-CH2CHCHCHCOOMe)Fe(CO)3 on heating, or reacting with (CH3)3NO.

UR - https://www.scopus.com/pages/publications/0346767781

UR - https://www.scopus.com/pages/publications/0346767781#tab=citedBy

U2 - 10.1016/0022-328X(90)80203-C

DO - 10.1016/0022-328X(90)80203-C

M3 - Article

AN - SCOPUS:0346767781

SN - 0022-328X

VL - 393

SP - 237

EP - 241

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

IS - 2

ER -

A new method for the synthesis of iron azadiene and diene complexes. Reaction of (η²-RCHCHCOR′)Fe(CO)₄ with aniline and ylide

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this