Functionally Substituted Derivatives of (η5-C5H5)M(CO)2NO (M = Cr, Mo, W) Complexes

David W. Macomber, Marvin D. Rausch

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Abstract

Compounds of the general type (η5-C6H4R)M(CO)2NO have been prepared and their chemistry has been studied, where M = Cr, Mo, and W and R = C02CH3, CHO, COCH3, C(CH3)=CH2, and CH[N(CH3)2]CH3. The carbomethoxy derivatives (R = C02CH3) for all three metals (M = Cr, Mo, W) were obtained in yields of 12-79%. The acetyl (R = COCH3) and formyl (R = CHO) derivatives were obtained only for M = Cr in yields of 79% and 56%, respectively. The isopropenyl organometallic monomers (R = C(CH3)=CH2) have been prepared for molybdenum and tungsten in good yields. Treatment of 6-(dimethylamino)fulvene with methyllithium followed by molybdenum hexacarbonyl and subsequent nitrosylation with N-methyl-N-nitroso-p-toluenesulfonamide gave the (dimethylamino)ethyl derivative (R = CH[N(CH3)2]CH3; M = Mo) in 56% yield. A reaction between lithium nitrocyclopentadienide and chromium hexacarbonyl followed by acetic acid and -Nmethyl-N-nitroso-p-toluenesulfonamide gave the reduced compound (η5-C6H4NH2)Cr(CO)2NO in 7% yield.

Original languageEnglish (US)
Pages (from-to)1523-1529
Number of pages7
JournalOrganometallics
Volume2
Issue number11
DOIs
StatePublished - Jan 1 1983

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Carbon Monoxide
Derivatives
Tungsten
Molybdenum
molybdenum
Organometallics
Lithium
Acetic Acid
methylidyne
Monomers
Metals
acetic acid
chromium
tungsten
monomers
lithium
chemistry
metals

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Functionally Substituted Derivatives of (η5-C5H5)M(CO)2NO (M = Cr, Mo, W) Complexes. / Macomber, David W.; Rausch, Marvin D.

In: Organometallics, Vol. 2, No. 11, 01.01.1983, p. 1523-1529.

Research output: Contribution to journalArticle

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abstract = "Compounds of the general type (η5-C6H4R)M(CO)2NO have been prepared and their chemistry has been studied, where M = Cr, Mo, and W and R = C02CH3, CHO, COCH3, C(CH3)=CH2, and CH[N(CH3)2]CH3. The carbomethoxy derivatives (R = C02CH3) for all three metals (M = Cr, Mo, W) were obtained in yields of 12-79{\%}. The acetyl (R = COCH3) and formyl (R = CHO) derivatives were obtained only for M = Cr in yields of 79{\%} and 56{\%}, respectively. The isopropenyl organometallic monomers (R = C(CH3)=CH2) have been prepared for molybdenum and tungsten in good yields. Treatment of 6-(dimethylamino)fulvene with methyllithium followed by molybdenum hexacarbonyl and subsequent nitrosylation with N-methyl-N-nitroso-p-toluenesulfonamide gave the (dimethylamino)ethyl derivative (R = CH[N(CH3)2]CH3; M = Mo) in 56{\%} yield. A reaction between lithium nitrocyclopentadienide and chromium hexacarbonyl followed by acetic acid and -Nmethyl-N-nitroso-p-toluenesulfonamide gave the reduced compound (η5-C6H4NH2)Cr(CO)2NO in 7{\%} yield.",
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N2 - Compounds of the general type (η5-C6H4R)M(CO)2NO have been prepared and their chemistry has been studied, where M = Cr, Mo, and W and R = C02CH3, CHO, COCH3, C(CH3)=CH2, and CH[N(CH3)2]CH3. The carbomethoxy derivatives (R = C02CH3) for all three metals (M = Cr, Mo, W) were obtained in yields of 12-79%. The acetyl (R = COCH3) and formyl (R = CHO) derivatives were obtained only for M = Cr in yields of 79% and 56%, respectively. The isopropenyl organometallic monomers (R = C(CH3)=CH2) have been prepared for molybdenum and tungsten in good yields. Treatment of 6-(dimethylamino)fulvene with methyllithium followed by molybdenum hexacarbonyl and subsequent nitrosylation with N-methyl-N-nitroso-p-toluenesulfonamide gave the (dimethylamino)ethyl derivative (R = CH[N(CH3)2]CH3; M = Mo) in 56% yield. A reaction between lithium nitrocyclopentadienide and chromium hexacarbonyl followed by acetic acid and -Nmethyl-N-nitroso-p-toluenesulfonamide gave the reduced compound (η5-C6H4NH2)Cr(CO)2NO in 7% yield.

AB - Compounds of the general type (η5-C6H4R)M(CO)2NO have been prepared and their chemistry has been studied, where M = Cr, Mo, and W and R = C02CH3, CHO, COCH3, C(CH3)=CH2, and CH[N(CH3)2]CH3. The carbomethoxy derivatives (R = C02CH3) for all three metals (M = Cr, Mo, W) were obtained in yields of 12-79%. The acetyl (R = COCH3) and formyl (R = CHO) derivatives were obtained only for M = Cr in yields of 79% and 56%, respectively. The isopropenyl organometallic monomers (R = C(CH3)=CH2) have been prepared for molybdenum and tungsten in good yields. Treatment of 6-(dimethylamino)fulvene with methyllithium followed by molybdenum hexacarbonyl and subsequent nitrosylation with N-methyl-N-nitroso-p-toluenesulfonamide gave the (dimethylamino)ethyl derivative (R = CH[N(CH3)2]CH3; M = Mo) in 56% yield. A reaction between lithium nitrocyclopentadienide and chromium hexacarbonyl followed by acetic acid and -Nmethyl-N-nitroso-p-toluenesulfonamide gave the reduced compound (η5-C6H4NH2)Cr(CO)2NO in 7% yield.

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