In our ongoing attempts to offer new, innovative, unusual, often overlooked, and under-utilized ligand designs for our customers, we introduced 1,8-(diphenylphosphino)naphthalene, 99% (15-7123). This product is a bidentate ligand having characteristics similar to DPPP (15-0450), including two diphenylphosphine groups connected by a C3 unit. However, the naphthalene backbone provides a rigid structure similar to XantPhos (15-1242,) and SpanPhos (15-5165) ligands, resulting in a tighter bite angle. A surprising property of this ligand is its air sensitivity. Whereas most triarylphosphines are air stable, this molecule will oxidize rapidly on exposure to air.
Products mentioned in this blog:
15-0450: 1,3-Bis(diphenylphosphino)propane, 98% DPPP, CAS # 6737-42-4
15-1242: 9,9-Dimethyl-4,5-bis(diphenylphosphino)xanthene, min. 98% XANTPHOS, CAS # 161265-03-8
15-5165: racemic-8,8'-Bis(diphenylphosphino)-3,3',4,4'-tetrahydro-4,4,4',4',6,6'-hexamethyl-2,2'-spirobi[2H-1-benzopyran], min. 95% SPANphos, CAS # 556797-94-5
15-7123: 1,8-(Diphenylphosphino)naphthalene, 99%, CAS # 153725-04-3