R – ContentPresenter not showing Usercontrol, how come

Ensure that you have changed the first tag in the xaml to also inherit from your new basetype

So

<UserControl x:Class="TestDependencyProperty827.DataTypes.DataTypeWholeNumber"
    xmlns="http://schemas.microsoft.com/winfx/2006/xaml/presentation"
    xmlns:x="http://schemas.microsoft.com/winfx/2006/xaml"        
    xmlns:s="clr-namespace:System;assembly=mscorlib"
    >

becomes

<myTypes:BaseDataType x:Class="TestDependencyProperty827.DataTypes.DataTypeWholeNumber"
    xmlns="http://schemas.microsoft.com/winfx/2006/xaml/presentation"
    xmlns:x="http://schemas.microsoft.com/winfx/2006/xaml"        
    xmlns:s="clr-namespace:System;assembly=mscorlib"
    xmlns:myTypes="clr-namespace:TestDependencyProperty827.DataTypes"
    >

So, to summarise the complete answer including the extra details from the comments below:

• The base class should not include a xaml file. Define it in a single (non-partial) cs file and define it to inherit directly from Usercontrol.
• Ensure that the subclass inherits from the base class both in the cs code-behind file and in the first tag of the xaml (as shown above).

You can use a ValueConverter that inverts a bool property for you.

XAML:

IsEnabled="{Binding Path=IsReadOnly, Converter={StaticResource InverseBooleanConverter}}"

Converter:

[ValueConversion(typeof(bool), typeof(bool))]
    public class InverseBooleanConverter: IValueConverter
    {
        #region IValueConverter Members

        public object Convert(object value, Type targetType, object parameter,
            System.Globalization.CultureInfo culture)
        {
            if (targetType != typeof(bool))
                throw new InvalidOperationException("The target must be a boolean");

            return !(bool)value;
        }

        public object ConvertBack(object value, Type targetType, object parameter,
            System.Globalization.CultureInfo culture)
        {
            throw new NotSupportedException();
        }

        #endregion
    }