Synthesis and Structure of Intermediates in Copper-Catalyzed Alkylation of Diphenylphosphine

MF Cain, RP Hughes, DS Glueck, JA Golen…

Index: Gillespie, Donal G.; Walker, Brian J.; Stevens, David; McAuliffe, Charles A. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , # 8 p. 1697 - 1703

Full Text: HTML

Citation Number: 41

Abstract

... All Publications/Website. Select a Journal or Book ... Chem. , 2010, 49 (17), pp 7650–7662. DOI: 10.1021/ic100816u. Publication Date (Web): July 9, 2010. Copyright © 2010 American Chemical Society. ... D(calcd), g/cm 3, 1.455, 1.530, 1.473, 1.429, 1.375, 1.374, 1.426, 1.422, 1.461. ...

 Related Synthetic Route
diphenylisobenzofuran Structure

5471-63-6

diphenylisobenz...

1,2-Dibromobenzene Structure

583-53-9

1,2-Dibromobenzene

~0%

9,10-Diphenylanthracene Structure

1499-10-1

9,10-Diphenylan...

9,10-Epidioxyanthracene,9,10-dihydro-9,10-diphenyl- Structure

15257-17-7

9,10-Epidioxyan...

Detail
2-Bromochlorobenzene Structure

694-80-4

2-Bromochlorobenzene

lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

~0%

Triphenylarsine Structure

603-32-7

Triphenylarsine

(2-bromophenyl)-diphenylarsane Structure

57170-67-9

(2-bromophenyl)...

Detail
lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

1,2-Dichlorobenzene Structure

95-50-1

1,2-Dichlorobenzene

~0%

Triphenylarsine Structure

603-32-7

Triphenylarsine

(2-chlorophenyl)-diphenylarsane Structure

88652-77-1

(2-chlorophenyl...

Furan Structure

110-00-9

Furan

2-Bromochlorobenzene Structure

694-80-4

2-Bromochlorobenzene

lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

~0%

Naphthalene Structure

91-20-3

Naphthalene

Detail
1,4-Epoxy-1,4-dihydronaphthalene Structure

573-57-9

1,4-Epoxy-1,4-d...

lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

~%

1-diphenylphosphorylnaphthalene Structure

3095-33-8

1-diphenylphosp...

naphtalen-2-yl-diphenylphosphine oxide Structure

28402-08-6

naphtalen-2-yl-...

Chlorodiphenylphosphine Structure

1079-66-9

Chlorodiphenylp...

Bromo(1-naphthyl)magnesium Structure

703-55-9

Bromo(1-naphthy...

~%

Naphthalene Structure

91-20-3

Naphthalene

1-diphenylphosphorylnaphthalene Structure

3095-33-8

1-diphenylphosp...

Benzenediazonium, 2-chloro-, tetrafluoroborate(1-) Structure

1956-97-4

Benzenediazoniu...

lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

~%

1-chloro-2-diphenylphosphorylbenzene Structure

61102-87-2

1-chloro-2-diph...

1-diphenylphosphorylnaphthalene Structure

3095-33-8

1-diphenylphosp...

Detail
1-Bromo-2-fluorobenzene Structure

1072-85-1

1-Bromo-2-fluor...

lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

~%

1-diphenylphosphorylnaphthalene Structure

3095-33-8

1-diphenylphosp...

naphtalen-2-yl-diphenylphosphine oxide Structure

28402-08-6

naphtalen-2-yl-...

Detail
2-Bromochlorobenzene Structure

694-80-4

2-Bromochlorobenzene

lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

~%

1-chloro-2-diphenylphosphorylbenzene Structure

61102-87-2

1-chloro-2-diph...

1-bromo-2-diphenylphosphorylbenzene Structure

88652-74-8

1-bromo-2-diphe...

Detail
1-Bromo-2-iodobenzene Structure

583-55-1

1-Bromo-2-iodob...

lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

~%

1-bromo-2-diphenylphosphorylbenzene Structure

88652-74-8

1-bromo-2-diphe...

1-diphenylphosphorylnaphthalene Structure

3095-33-8

1-diphenylphosp...

Detail
diiodobenzene Structure

615-42-9

diiodobenzene

lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

~%

1-diphenylphosphorylnaphthalene Structure

3095-33-8

1-diphenylphosp...

naphtalen-2-yl-diphenylphosphine oxide Structure

28402-08-6

naphtalen-2-yl-...

Detail
1,2-Dichlorobenzene Structure

95-50-1

1,2-Dichlorobenzene

lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

~%

1-chloro-2-diphenylphosphorylbenzene Structure

61102-87-2

1-chloro-2-diph...

1-diphenylphosphorylnaphthalene Structure

3095-33-8

1-diphenylphosp...

Detail
lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

1,2-Dibromobenzene Structure

583-53-9

1,2-Dibromobenzene

~%

1-bromo-2-diphenylphosphorylbenzene Structure

88652-74-8

1-bromo-2-diphe...

1-diphenylphosphorylnaphthalene Structure

3095-33-8

1-diphenylphosp...

Detail
Furan Structure

110-00-9

Furan

lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

1,2-Dibromobenzene Structure

583-53-9

1,2-Dibromobenzene

~8%

1-bromo-2-diphenylphosphorylbenzene Structure

88652-74-8

1-bromo-2-diphe...

Detail
DIPHENYLIODONIUM-2-CARBOXYLATE MONOHYDRATE Structure

1488-42-2

DIPHENYLIODONIU...

Chlorodiphenylphosphine Structure

1079-66-9

Chlorodiphenylp...

~%

1-chloro-2-diphenylphosphorylbenzene Structure

61102-87-2

1-chloro-2-diph...

Benzenediazonium, 2-chloro-, tetrafluoroborate(1-) Structure

1956-97-4

Benzenediazoniu...

lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

~%

1-chloro-2-diphenylphosphorylbenzene Structure

61102-87-2

1-chloro-2-diph...

1-diphenylphosphorylnaphthalene Structure

3095-33-8

1-diphenylphosp...

Detail
2-Bromochlorobenzene Structure

694-80-4

2-Bromochlorobenzene

lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

~%

1-chloro-2-diphenylphosphorylbenzene Structure

61102-87-2

1-chloro-2-diph...

1-bromo-2-diphenylphosphorylbenzene Structure

88652-74-8

1-bromo-2-diphe...

Detail
1,2-Dichlorobenzene Structure

95-50-1

1,2-Dichlorobenzene

lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

~%

1-chloro-2-diphenylphosphorylbenzene Structure

61102-87-2

1-chloro-2-diph...

1-diphenylphosphorylnaphthalene Structure

3095-33-8

1-diphenylphosp...

Detail
1-Bromo-2-fluorobenzene Structure

1072-85-1

1-Bromo-2-fluor...

lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

~%

1-diphenylphosphorylnaphthalene Structure

3095-33-8

1-diphenylphosp...

naphtalen-2-yl-diphenylphosphine oxide Structure

28402-08-6

naphtalen-2-yl-...

Detail
lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

1,2-Dibromobenzene Structure

583-53-9

1,2-Dibromobenzene

~72%

Triphenylarsine Structure

603-32-7

Triphenylarsine

1-Bromo-2-iodobenzene Structure

583-55-1

1-Bromo-2-iodob...

lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

~42%

Triphenylarsine Structure

603-32-7

Triphenylarsine

(2-bromophenyl)-diphenylarsane Structure

57170-67-9

(2-bromophenyl)...

Detail
1-Bromo-2-fluorobenzene Structure

1072-85-1

1-Bromo-2-fluor...

lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

~59%

Triphenylarsine Structure

603-32-7

Triphenylarsine

(2-bromophenyl)-diphenylarsane Structure

57170-67-9

(2-bromophenyl)...

Detail
2-Bromochlorobenzene Structure

694-80-4

2-Bromochlorobenzene

lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

~70%

Triphenylarsine Structure

603-32-7

Triphenylarsine

(2-bromophenyl)-diphenylarsane Structure

57170-67-9

(2-bromophenyl)...

Detail
lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

1,2-Dichlorobenzene Structure

95-50-1

1,2-Dichlorobenzene

~45%

Triphenylarsine Structure

603-32-7

Triphenylarsine

(2-chlorophenyl)-diphenylarsane Structure

88652-77-1

(2-chlorophenyl...

1-Bromo-2-iodobenzene Structure

583-55-1

1-Bromo-2-iodob...

lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

~0%

Triphenylarsine Structure

603-32-7

Triphenylarsine

(2-bromophenyl)-diphenylarsane Structure

57170-67-9

(2-bromophenyl)...

Detail
1-Bromo-2-fluorobenzene Structure

1072-85-1

1-Bromo-2-fluor...

lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

~0%

Triphenylarsine Structure

603-32-7

Triphenylarsine

(2-bromophenyl)-diphenylarsane Structure

57170-67-9

(2-bromophenyl)...

Detail
2-Bromochlorobenzene Structure

694-80-4

2-Bromochlorobenzene

lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

~0%

Triphenylarsine Structure

603-32-7

Triphenylarsine

(2-bromophenyl)-diphenylarsane Structure

57170-67-9

(2-bromophenyl)...

Detail
Furan Structure

110-00-9

Furan

1-Bromo-2-fluorobenzene Structure

1072-85-1

1-Bromo-2-fluor...

lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

~0%

Naphthalene Structure

91-20-3

Naphthalene

Detail
Furan Structure

110-00-9

Furan

1-Bromo-2-iodobenzene Structure

583-55-1

1-Bromo-2-iodob...

lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

~0%

Naphthalene Structure

91-20-3

Naphthalene

Detail
Furan Structure

110-00-9

Furan

2-Bromochlorobenzene Structure

694-80-4

2-Bromochlorobenzene

lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

~0%

Naphthalene Structure

91-20-3

Naphthalene

Detail
diiodobenzene Structure

615-42-9

diiodobenzene

lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

~16%

Triphenylarsine Structure

603-32-7

Triphenylarsine

lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

1,2-Dichlorobenzene Structure

95-50-1

1,2-Dichlorobenzene

~49%

Triphenylarsine Structure

603-32-7

Triphenylarsine

2-Bromochlorobenzene Structure

694-80-4

2-Bromochlorobenzene

lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

~%

1-chloro-2-diphenylphosphorylbenzene Structure

61102-87-2

1-chloro-2-diph...

1-bromo-2-diphenylphosphorylbenzene Structure

88652-74-8

1-bromo-2-diphe...

Detail
1-Bromo-2-iodobenzene Structure

583-55-1

1-Bromo-2-iodob...

lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

~%

1-bromo-2-diphenylphosphorylbenzene Structure

88652-74-8

1-bromo-2-diphe...

1-diphenylphosphorylnaphthalene Structure

3095-33-8

1-diphenylphosp...

Detail
lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

1,2-Dibromobenzene Structure

583-53-9

1,2-Dibromobenzene

~%

1-bromo-2-diphenylphosphorylbenzene Structure

88652-74-8

1-bromo-2-diphe...

1-diphenylphosphorylnaphthalene Structure

3095-33-8

1-diphenylphosp...

Detail
Furan Structure

110-00-9

Furan

lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

1,2-Dibromobenzene Structure

583-53-9

1,2-Dibromobenzene

~1%

1-bromo-2-diphenylphosphorylbenzene Structure

88652-74-8

1-bromo-2-diphe...

Detail
1-Bromo-2-iodobenzene Structure

583-55-1

1-Bromo-2-iodob...

lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

~0%

Triphenylarsine Structure

603-32-7

Triphenylarsine

(2-bromophenyl)-diphenylarsane Structure

57170-67-9

(2-bromophenyl)...

Detail
1-Bromo-2-fluorobenzene Structure

1072-85-1

1-Bromo-2-fluor...

lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

~0%

Triphenylarsine Structure

603-32-7

Triphenylarsine

(2-bromophenyl)-diphenylarsane Structure

57170-67-9

(2-bromophenyl)...

Detail
2-Bromochlorobenzene Structure

694-80-4

2-Bromochlorobenzene

lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

~0%

Triphenylarsine Structure

603-32-7

Triphenylarsine

(2-bromophenyl)-diphenylarsane Structure

57170-67-9

(2-bromophenyl)...

Detail
Furan Structure

110-00-9

Furan

1-Bromo-2-fluorobenzene Structure

1072-85-1

1-Bromo-2-fluor...

lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

~29%

Naphthalene Structure

91-20-3

Naphthalene

Detail
Furan Structure

110-00-9

Furan

1-Bromo-2-iodobenzene Structure

583-55-1

1-Bromo-2-iodob...

lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

~14%

Naphthalene Structure

91-20-3

Naphthalene

Detail
Furan Structure

110-00-9

Furan

2-Bromochlorobenzene Structure

694-80-4

2-Bromochlorobenzene

lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

~33%

Naphthalene Structure

91-20-3

Naphthalene

Detail
Benzenediazonium, 2-bromo-, tetrafluoroborate(1-) Structure

10448-07-4

Benzenediazoniu...

lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

~%

Triphenylphosphine oxide Structure

791-28-6

Triphenylphosph...

1-(2-iodophenyl)diazonium tetrafluoroborate Structure

7169-58-6

1-(2-iodophenyl...

lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

~%

Triphenylphosphine oxide Structure

791-28-6

Triphenylphosph...

sodium diphenylphosphide Structure

4376-01-6

sodium diphenyl...

1,2-Dibromobenzene Structure

583-53-9

1,2-Dibromobenzene

~%

Triphenylphosphine oxide Structure

791-28-6

Triphenylphosph...

1-Bromo-2-fluorobenzene Structure

1072-85-1

1-Bromo-2-fluor...

lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

~%

1-diphenylphosphorylnaphthalene Structure

3095-33-8

1-diphenylphosp...

naphtalen-2-yl-diphenylphosphine oxide Structure

28402-08-6

naphtalen-2-yl-...

Detail
2-Bromochlorobenzene Structure

694-80-4

2-Bromochlorobenzene

lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

~%

1-chloro-2-diphenylphosphorylbenzene Structure

61102-87-2

1-chloro-2-diph...

1-bromo-2-diphenylphosphorylbenzene Structure

88652-74-8

1-bromo-2-diphe...

Detail
1-Bromo-2-iodobenzene Structure

583-55-1

1-Bromo-2-iodob...

lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

~%

1-bromo-2-diphenylphosphorylbenzene Structure

88652-74-8

1-bromo-2-diphe...

1-diphenylphosphorylnaphthalene Structure

3095-33-8

1-diphenylphosp...

Detail
diiodobenzene Structure

615-42-9

diiodobenzene

lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

~%

1-diphenylphosphorylnaphthalene Structure

3095-33-8

1-diphenylphosp...

naphtalen-2-yl-diphenylphosphine oxide Structure

28402-08-6

naphtalen-2-yl-...

Detail
1,2-Dichlorobenzene Structure

95-50-1

1,2-Dichlorobenzene

lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

~%

1-chloro-2-diphenylphosphorylbenzene Structure

61102-87-2

1-chloro-2-diph...

1-diphenylphosphorylnaphthalene Structure

3095-33-8

1-diphenylphosp...

Detail
lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

1,2-Dibromobenzene Structure

583-53-9

1,2-Dibromobenzene

~%

1-bromo-2-diphenylphosphorylbenzene Structure

88652-74-8

1-bromo-2-diphe...

1-diphenylphosphorylnaphthalene Structure

3095-33-8

1-diphenylphosp...

Detail
Furan Structure

110-00-9

Furan

lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

1,2-Dibromobenzene Structure

583-53-9

1,2-Dibromobenzene

~38%

1-bromo-2-diphenylphosphorylbenzene Structure

88652-74-8

1-bromo-2-diphe...

Detail
Furan Structure

110-00-9

Furan

1-Bromo-2-iodobenzene Structure

583-55-1

1-Bromo-2-iodob...

lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

~0%

Naphthalene Structure

91-20-3

Naphthalene

Detail
Furan Structure

110-00-9

Furan

2-Bromochlorobenzene Structure

694-80-4

2-Bromochlorobenzene

lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

~0%

Naphthalene Structure

91-20-3

Naphthalene

Detail
diphenylisobenzofuran Structure

5471-63-6

diphenylisobenz...

1,2-Dibromobenzene Structure

583-53-9

1,2-Dibromobenzene

~0%

9,10-Diphenylanthracene Structure

1499-10-1

9,10-Diphenylan...

9,10-Epidioxyanthracene,9,10-dihydro-9,10-diphenyl- Structure

15257-17-7

9,10-Epidioxyan...

Detail
diiodobenzene Structure

615-42-9

diiodobenzene

lithium diphenylphosphide Structure

65567-06-8

lithium dipheny...

~%

1-diphenylphosphorylnaphthalene Structure

3095-33-8

1-diphenylphosp...

naphtalen-2-yl-diphenylphosphine oxide Structure

28402-08-6

naphtalen-2-yl-...

Detail
1-Bromo-2-fluorobenzene Structure

1072-85-1

1-Bromo-2-fluor...

lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

~0%

Triphenylarsine Structure

603-32-7

Triphenylarsine

(2-bromophenyl)-diphenylarsane Structure

57170-67-9

(2-bromophenyl)...

Detail
Furan Structure

110-00-9

Furan

1-Bromo-2-fluorobenzene Structure

1072-85-1

1-Bromo-2-fluor...

lithium diphenylarsenide Structure

19061-48-4

lithium dipheny...

~0%

Naphthalene Structure

91-20-3

Naphthalene

Detail
diphenylisobenzofuran Structure

5471-63-6

diphenylisobenz...

1,2-Dibromobenzene Structure

583-53-9

1,2-Dibromobenzene

~60%

9,10-Diphenylanthracene Structure

1499-10-1

9,10-Diphenylan...

9,10-Epidioxyanthracene,9,10-dihydro-9,10-diphenyl- Structure

15257-17-7

9,10-Epidioxyan...

Detail

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