Chemoenzymatic synthesis of chiral 4,4'-bipyridyls and their metal-organic frameworks.
The first enantiopure 4,4'-bipyridyls, , , and have been prepared in four or five steps via bacterial dioxygenase-catalysed cis-dihydroxylation of 4-chloroquinoline and C-C coupling; ligands and are found to be effective building blocks for the preparation of chiral metal-organic frameworks as demonstrated with the rational synthesis of two pillared-grid structures [Zn(2)(fumarate)(2)(L)], which exhibit interesting structural and dynamic aspects.
Sbircea
Lenuta
L
Centre for the Theory and Application of Catalysis, Queen's University Belfast, Belfast, Northern Ireland, UKBT9 5AG.
Sharma
Narain D
ND
Clegg
William
W
Harrington
Ross W
RW
Horton
Peter N
PN
Hursthouse
Michael B
MB
Apperley
David C
DC
Boyd
Derek R
DR
James
Stuart L
SL
D002384:Catalysis; D018360:Crystallography, X-Ray; D049308:Dioxygenases / Q000378:metabolism*; D005650:Fumarates / Q000737:chemistry*; D006900:Hydroxylation; D008024:Ligands; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D016958:Pseudomonas putida / Q000201:enzymology; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism*; D020578:Sphingomonas / Q000201:enzymology; D013237:Stereoisomerism; D015032:Zinc / Q000737:chemistry*
D005650:Fumarates; D008024:Ligands; D009942:Organometallic Compounds; D011725:Pyridines; D049308:Dioxygenases; D015032:Zinc; C034306:4,4'-bipyridyl