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1.
Eye (Lond) ; 38(Suppl 1): 15-20, 2024 May.
Article in English | MEDLINE | ID: mdl-38580742

ABSTRACT

PURPOSE: To evaluate the tolerance to refractive errors of a new purely refractive extended depth of focus (EDF) intraocular lens (IOL) using preclinical and clinical metrics. METHODS: Preclinical evaluation included computer simulations of visual acuity (sVA) and dysphotopsia profile of different IOL designs (refractive EDF, diffractive EDF, multifocal, standard, and enhanced monofocals) using an appropriate eye model with and without ±0.50 D defocus and/or +0.75 D of astigmatism. Patients bilaterally implanted with a refractive EDF (Model ZEN00V) or an enhanced monofocal (Model ICB00) IOL from a prospective, randomized study were included. At the 6-month postoperative visit, uncorrected and corrected distance vision (UDVA and CDVA), visual symptoms, satisfaction and dependency on glasses were evaluated in a subgroup of patients with absolute residual refractive error of >0.25 D in one or both eyes. RESULTS: In the presence of defocus and astigmatism, sVA was comparable for all except the multifocal IOL design. The refractive EDF was more tolerant to myopic outcomes and maintained a monofocal-like dysphotopsia profile with defocus. Binocular logMAR UDVA was -0.03 ± 0.08 for ZEN00V and -0.02 ± 0.11 for ICB00. 100% ZEN00V and 97% ICB00 patients did not need glasses and were satisfied with their distance vision. Monocular CDVA, contrast sensitivity and visual symptoms were also similar between both groups. CONCLUSIONS: The clinical outcomes of the refractive EDF IOL demonstrated high quality distance vision and dysphotopsia comparable to a monofocal IOL, even in the presence of refractive error, thus matching the design expectations of the EDF IOL.


Subject(s)
Lens Implantation, Intraocular , Lenses, Intraocular , Prosthesis Design , Visual Acuity , Humans , Visual Acuity/physiology , Prospective Studies , Female , Male , Middle Aged , Aged , Depth Perception/physiology , Pseudophakia/physiopathology , Refractive Errors/physiopathology , Phacoemulsification , Patient Satisfaction , Computer Simulation , Refraction, Ocular/physiology , Astigmatism/physiopathology , Vision, Binocular/physiology
2.
Acta Crystallogr C ; 69(Pt 7): 727-9, 2013 Jul.
Article in English | MEDLINE | ID: mdl-23832030

ABSTRACT

In the title complex, [PdCl2(C12H22S3)]·0.8CH3CN, a potentially tridentate thioether ligand coordinates in a cis-bidentate manner to yield a square-planar environment for the Pd(II) cation [mean deviation of the Pd from the Cl2S2 plane = 0.0406 (7) Å]. Each square-planar entity packs in an inverse face-to-face manner, giving pairs with plane-to-plane separations of 3.6225 (12) Šoff-set by 1.1263 (19) Å, with a Pd···Pd separation of 3.8551 (8) Å. A partial acetonitrile solvent molecule is present. The occupancy of this molecule was allowed to refine, and converged to 0.794 (10). The synthesis of the previously unreported 3,6,9-trithiabicyclo[9.3.1]pentadecane ligand is also outlined.

3.
J Org Chem ; 77(4): 2013-7, 2012 Feb 17.
Article in English | MEDLINE | ID: mdl-22283619

ABSTRACT

A copper-catalyzed Petasis-type reaction of imines, acid chlorides, and organoboranes to form α-substituted amides is described. This reaction does not require the use of activated imines or the transfer of special units from the organoboranes and represent a useful generalization of the Petasis reaction.


Subject(s)
Amides/chemical synthesis , Benzoates/chemistry , Boranes/chemistry , Copper/chemistry , Imines/chemistry , Catalysis , Lewis Bases/chemistry , Magnetic Resonance Spectroscopy , Molecular Structure , Pyridines/chemistry
4.
J Am Chem Soc ; 130(43): 14034-5, 2008 Oct 29.
Article in English | MEDLINE | ID: mdl-18831582

ABSTRACT

The dehydrogenation of ammonia borane (AB) and methylammonia borane (MeAB) is shown to be catalyzed by several Ru-amido complexes. Up to 1 equiv of H2 (1.0 system wt %) is released from AB by as little as 0.03 mol % Ru within 5 min, and up to 2 equiv of H2 (3.0 system wt %) are released from MeAB with 0.5 mol % Ru in under 10 min at room temperature, the first equivalent emerging within 10 s. Also, a mixture of AB/MeAB yields up to 3.6 system wt % H2 within 1 h with 0.1 mol % Ru. Computational studies were performed to elucidate the mechanism of dehydrogenation of AB. Finally, it was shown that alkylamine-boranes can serve as a source of H2 in the Ru-catalyzed reduction of ketones and imines.


Subject(s)
Ammonia/chemistry , Boranes/chemistry , Hydrogen/chemistry , Organometallic Compounds/chemistry , Ruthenium/chemistry , Catalysis , Hydrogenation , Kinetics , Molecular Structure , Stereoisomerism , Time Factors
5.
J Org Chem ; 73(3): 1135-8, 2008 Feb 01.
Article in English | MEDLINE | ID: mdl-18163643

ABSTRACT

The palladium-catalyzed coupling of imines, chloroformates, organotin reagents, and carbon monoxide leads to the one-pot formation of ketocarbamates in good yields. These products can further be converted to highly substituted imidazolones via a cyclocondensation reaction. Overall, this methodology provides an alternative approach to imidazolones from five simple and readily available building blocks via a one-pot, multicomponent process.


Subject(s)
Carbonic Acid/chemistry , Cross-Linking Reagents/chemistry , Imidazoles/chemical synthesis , Imines/chemistry , Palladium/chemistry , Catalysis , Imidazoles/chemistry , Molecular Structure
6.
J Org Chem ; 73(5): 1906-10, 2008 Mar 07.
Article in English | MEDLINE | ID: mdl-18215063

ABSTRACT

A copper (I)-catalyzed, asymmetric method to directly functionalize pyridines, quinolines, and isoquinolines with terminal alkynes is described. The reaction is readily diversified to incorporate a range of pyridine-based heterocycles and electron-rich or electron-poor alkynes. This provides a straightforward alternative to nucleophilic or cross-coupling approaches to directly derivatize these heterocycles, and yields useful propargylcarbamates.

7.
Org Lett ; 8(10): 1991-3, 2006 May 11.
Article in English | MEDLINE | ID: mdl-16671764

ABSTRACT

[reaction: see text] A copper-catalyzed three-component coupling of organoindium reagents with imines and acid chlorides is described. This mild carbon-carbon bond forming reaction requires only one-third of an equivalent of indium reagent to proceed in high yield, with the sole byproduct being indium trichloride. The reaction demonstrates broad generality, with aryl-, heteroaryl-, vinyl-, and alkylindiums, as well as functionalized imines and acid chlorides, all providing alpha-substituted amides or N-protected amines in a single step.

8.
J Org Chem ; 70(13): 5133-8, 2005 Jun 24.
Article in English | MEDLINE | ID: mdl-15960515

ABSTRACT

A copper-catalyzed cross-coupling of organotin reagents with imines and acid chlorides is reported. The reaction proceeds efficiently with a range of vinyl-, alkyl-, aryl- and heteroaryl-substituted organostannanes as well as a diverse set of imines of non-enolizable aldehydes. Use of chloroformates also allows for the formation of N-protected alpha-substituted amines. This chemistry has been applied to the synthesis of isoquinoline alkaloid derivatives through the activation of cyclic imines.


Subject(s)
Alkaloids/chemical synthesis , Amides/chemical synthesis , Copper/chemistry , Imines/chemistry , Isoquinolines/chemical synthesis , Organotin Compounds/chemistry , Catalysis , Chlorides/chemistry , Indicators and Reagents , Stereoisomerism
9.
Org Lett ; 6(7): 1107-10, 2004 Apr 01.
Article in English | MEDLINE | ID: mdl-15040734

ABSTRACT

The use of imines in a metal-catalyzed coupling with alkynes and acid chlorides is described. This process proceeds rapidly with CuI as the catalyst and provides an efficient and general three-component coupling method to prepare propargylamides. The coupling can also be diversified to allow the formation of N-carbamate-protected propargylamines with the use of chloroformates.

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