Triisopropylphenyl phosphate

Albrite Trihutyl Phosphate Amgard TOE Antiblaze 519 Antiblaze TCP Antiblaze TXP Arcosolv PNP Diethylene glycol 2-ethylhexyl ether, Dowanol PnB Eastman EEH Ethylene glycol hexyl ether, Proglyde DMM Tricresyl phosphate, Triisopropylphenyl phosphate, Trixylenyl phosphate... 

Uniplex 280 CG plastidzer, dear vinyl film Triisopropylphenyl phosphate plastidzer, dear wood coatings... 

Calcium saccharate PEG-6M PEG-35M plasticizer, ceramics Hydroxypropyl guar Hydroxypropyl methylcellulose Methylcellulose Methyl hydroxyethylcellulose plasticizer, chewing gum Acetylated hydrogenated cottonseed glyceride Methyl ester of rosin, partially hydrogenated Pentaerythrityl rosinate Rice (Oryza sativa) wax Stearic acid plasticizer, chlorinated plastic Tri-2-ethylhexyl trimellitate plasticizer, chloroethylene copolymers Trioctyl trimellitate plasticizer, chlorosulfonated rubber Triisooctyl trimellitate plasticizer, cigarette filters Triethyl citrate plasticizer, cleansers Lanolin alcohol PEG-30 lanolin plasticizer, clear vinyl film Triisopropylphenyl phosphate plasticizer, cloth film Acetamide... 

Di (C7-9 alkyl) adipate Diisotridecyl phthalate Epoxidized soybean oil 2-Ethylhexyl methacrylate Ethyl toluenesulfonamide Glyceryl rosinate Neopentyl glycol dibenzoate Pentaerythrityl tetrabenzoate Tetrabromobis (2-ethylhexyl) phthalate Tricresyl phosphate Trihexyl citrate Triisopropylphenyl phosphate Trimethyl citrate Triphenyl phosphate Trixylenyl phosphate plasticizer, compr. molding Polyoctenamer... 

In 2006, Akiyama and coworkers established an asymmetric Brpnsted acid-catalyzed aza-Diels-Alder reaction (Scheme 36) [59]. Chiral BINOL phosphate (R)-3o (5 mol%, R = 2,4,6- Pr3-CgH2) bearing 2,4,6-triisopropylphenyl groups mediated the cycloaddition of aldimines 94 derived from 2-amino-4-methylphenol with Danishefsky s diene 95 in the presence of 1.2 equivalents of acetic acid. Piperidinones 96 were obtained in good yields (72 to >99%) and enantioselectivi-ties (76-91% ee). While the addition of acetic acid (pK= 4.8) improved both the reactivity and the selectivity, the use of benzenesulfonic acid (pK= -6.5) as an additive increased the yield, but decreased the enantioselectivity. A strong achiral Brpnsted acid apparently competes with chiral phosphoric acid 3o for the activation of imine 94 and catalyzes a nonasymmetric hetero-Diels-Alder reaction. The role of acetic acid remains unclear. 

In 2006 List and Mayer [66] reported that the organic salt of (R) 3,3 -bis(2,4,6-triisopropylphenyl)-l,l -binaphthyl-2,2 -diyl hydrogen phosphate (TRIP) and morpholine was able to promote the transfer hydrogenation via Hantzsch dihydropyridine of a, 3-unsaturated aldehydes with high levels of enantioselectivity, ranging between 96% and >98% ee (Scheme 15.31). 

Bringing together the concept of aminocatalysis and the activation mode of chiral phosphoric acids. List and co-workers introduced the concept of asymmetric counter anion directed catalysis (ACDC) and they applied this idea to the asymmetric reduction of enals 47 (Scheme 23) [ 135]. The catalytic species is formed by an achiral ammonium ion 60 and a chiral phosphate anion 59 derived from 3,3 -bis(2,4,6-triisopropylphenyl)-1,1 -binaphthyl-2,2 -diyl hydrogen phosphate 9 (TRIP). 

Screening different chiral phosphates, the 3,3 -bis(2,4,6-triisopropylphenyl)-1,1 -binaphthyl-2,2 -diyl hydrogen-... 

---